ChemicalBook CAS DataBase List (1-BROMONAPHTHALEN-4-YL)METHANOL

(1-BROMONAPHTHALEN-4-YL)METHANOL synthesis

6synthesis methods

Product Name:(1-BROMONAPHTHALEN-4-YL)METHANOL
CAS Number:56052-26-7
Molecular formula:C11H9BrO
Molecular Weight:237.09

16650-55-8
156 suppliers
$12.00/1g

56052-26-7
35 suppliers
$60.00/25mg

Yield:56052-26-7 95%

Reaction Conditions:

with borane-THF in tetrahydrofuran at 20 - 25;

Steps:

16.1 (4-bromonaphthalen-1-yl)methanol

Step 1.
(4-bromonaphthalen-1-yl)methanol
Into a 250-mL 3-necked round-bottom flask, was placed tetrahydrofuran (200 mL), 4-bromonaphthalene-1-carboxylic acid (7 g, 27.88 mmol, 1.00 equiv).
This was followed by the addition of BH₃.THF (55.7 mL, 2.00 equiv) dropwise with stirring.
The resulting solution was stirred overnight at room temperature.
The reaction was then quenched by the addition of hydrogen chloride.
The pH was adjusted to 6.
The resulting solution was diluted with 200 mL of ethyl acetate.
The resulting mixture was washed with 3*100 mL of brine.
The organic phase was dried over anhydrous sodium sulfate and concentrated under vacuum.
The resulting residue was washed with 30 mL of n-hexane.
This resulted in 6.3 g (95%) of (4-bromonaphthalen-1-yl)methanol as a white solid.

References:

US2015/126523,2015,A1 Location in patent:Paragraph 1747; 1748