ChemicalBook CAS DataBase List 1-(CHLOROMETHYL)-3,5-BIS(METHYLSULFONYL)BENZENE

1-(CHLOROMETHYL)-3,5-BIS(METHYLSULFONYL)BENZENE synthesis

10synthesis methods

Product Name:1-(CHLOROMETHYL)-3,5-BIS(METHYLSULFONYL)BENZENE
CAS Number:39552-81-3
Molecular formula:C9H11NO2
Molecular Weight:165.19

1197-55-3
402 suppliers
$13.00/25g

1-(CHLOROMETHYL)-3,5-BIS(METHYLSULFONYL)BENZENE

39552-81-3
81 suppliers
$9.00/1g

Yield:39552-81-3 74%

Reaction Conditions:

with HCl conc.;sodium hydrogencarbonate in methanol;hexane;ethyl acetate

Steps:

Methyl-4-aminophenylacetate (3)
Methyl-4-aminophenylacetate (3) To a solution of 4-aminophenylacetic acid (10 g, 66.2 mmol) in methanol (150 mL) at room temperature was added HCl conc. (37% 25 mL). The mixture became yellow and was stirred overnight. The reaction mixture was then quenched with a saturated aqueous solution of NaHCO₃. The methanol was evaporated under reduced pressure and the aqueous layer was extracted several times with AcOEt. The combined organic extracts were dried(MgSO₄) and evaporated. The crude residue was purified by flash chromatography using hexane/AcOEt (4:1) as solvent mixture yielding 3 as a yellow oil (9.44 g, 74%). ¹H NMR: (300 MHz, CDCl₃): 7.05 (d, J=10 Hz, 2H), 6.65 (d, J=10 Hz, 2H), 3.65 (s, 3H), 3.63 (broad s, 2H), 3.51 (s, 2H).

References:

MethylGene, Inc. US6541661, 2003, B1

FullText

2945-08-6 Synthesis