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[ CAS No. 60456-23-7 ] {[proInfo.proName]}

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Chemical Structure| 60456-23-7
Chemical Structure| 60456-23-7
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Product Details of [ 60456-23-7 ]

CAS No. :60456-23-7 MDL No. :MFCD00074874
Formula : C3H6O2 Boiling Point : -
Linear Structure Formula :OHCH2CHCH2O InChI Key :CTKINSOISVBQLD-VKHMYHEASA-N
M.W : 74.08 Pubchem ID :6973630
Synonyms :

Safety of [ 60456-23-7 ]

Signal Word:Danger Class:6.1
Precautionary Statements:P501-P260-P270-P202-P210-P201-P271-P264-P280-P370+P378-P337+P313-P305+P351+P338-P308+P311-P362+P364-P332+P313-P301+P312+P330-P302+P352+P312-P304+P340+P311-P403+P233-P403+P235-P405 UN#:2810
Hazard Statements:H331-H302+H312-H315-H319-H361-H370-H373-H341-H350-H335-H227 Packing Group:Ⅱ
GHS Pictogram:

Application In Synthesis of [ 60456-23-7 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Downstream synthetic route of [ 60456-23-7 ]

[ 60456-23-7 ] Synthesis Path-Downstream   1~4

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YieldReaction ConditionsOperation in experiment
With potassium phosphate; In dichloromethane; for 3h;Heating / reflux;Product distribution / selectivity; To 1.2 L of a methylene chloride solution of (S)-3-chloro-l,2-propanediol (200 g, 99.5% ee) was added 519 g of potassium phosphate tribasic, and then the obtained solution was refluxed, under stirring, for 3 hours. The resulting solution was cooled to 0C, and 220 g of trie thy lamine, 4 g of 4-(dimethylamino)pyridine, and 315 g of butanoic acid anhydride were dropwisely added to the solution. After additional stirring for 1 hour at a room temperature, the reaction mixture was successively washed with 2.2 L of 5% aqueous potassium carbonate solution, 2 L of IN aqueous hydrogen chloride solution, and 1 L of water. The organic layer was dried with 50 g of anhydrous sodium sulfate and filtrated. The methylene chloride was evaporated under reduced pressure. Fractional distillation (90C/19 mmHg) of the resulting residue gave 242 g of the targeted compound:- Yield: 92.7%- Chemical purity: 99.4%- Optical purity (GC) 99.5% ee.
With potassium carbonate; In dichloromethane; for 25h;Heating / reflux;Product distribution / selectivity; To 1.2 L of a methylene chloride solution of (S)-3-chloro-l,2-propanediol (200 g, 99.5% ee) was added 338 g of potassium carbonate, and then the obtained solution was refluxed, under stirring, for 25 hours. The resulting solution was cooled to 0C, and 220 g of triethylamine, 4 g of 4-(dimethylamino)pyridine, and 315 g of butanoic acid anhydride were dropwisely added to the solution. After additional stirring for 1 hour at a room temperature, the reaction mixture was successively washed with 2.2 L of 5% aqueous potassium carbonate solution, 2 L of IN aqueous hydrogen chloride solution, and 1 L of water. The organic layer was dried with 50 g of anhydrous sodium sulfate and filtrated. The methylene chloride was evaporated under reduced pressure. Fractional distillation (90C/19 mmHg) of the resulting residue gave ID g of the targeted compound:- Yield: 65.0%- Chemical purity: 97.4%- Optical purity (GC) 98.1% ee.
With potassium carbonate; In dichloromethane; at 20℃; for 17.5h; 200 g of 3-chloro-1,2-propanediol was dissolved in 2000 mL of dichloromethane, 625 g of potassium carbonate was added, and the mixture was stirred at room temperature for 17.5 hours.The precipitated insoluble materials were filtered,By washing the filtration residue with 1,000 mL of dichloromethane,(S) -oxiran-2-ylmethanolWas obtained.To the obtained solution,198 g of dihydropyran was added,After cooling to 0 C.,5.16 g of p-toluenesulfonic acid monohydrate was added at 10 C. or less,And the mixture was stirred at room temperature for 1.5 hours. 408 g of a 7.5% sodium bicarbonate aqueous solution was added,After stirring, the organic layer and the aqueous layer were separated. The obtained organic layer was concentrated,Distillation gave 247.8 g of the title compound as a colorless oil.
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