Methanol → 1395078-35-9

HRID 2279443Notes

Reaction equation

HRID 2279443 reaction equation
[NH2:1][CH:2]([C:6]1[CH:11]=[CH:10][C:9]([Cl:12])=[C:8]([F:13])[CH:7]=1)[C:3]([OH:5])=[O:4].S(Cl)(Cl)=O.[CH3:18]O>>[ClH:12].[NH2:1][CH:2]([C:6]1[CH:11]=[CH:10][C:9]([Cl:12])=[C:8]([F:13])[CH:7]=1)[C:3]([O:5][CH3:18])=[O:4]

Participants

4

Reactant 3

HCID 887MethanolHCID 24386Thionyl ChlorideHCID 3736525HCID 3736525, compound

Product 1

HCID 682941951395078-35-9Yield 105%

Procedure

To a solution of 2-amino-2-(4-chloro-3-fluorophenyl)acetic acid (5.00 g, 24.56 mmol) in MeOH (30 mL) at 0° C. was added dropwise thionyl chloride (5.37 mL, 73.67 mmol) and the reaction was stirred for 18 h. The reaction mixture was concentrated and the solids were triturated with Et2O to afford 6.580 g (105%) of methyl 2-amino-2-(4-chloro-3-fluorophenyl)acetate hydrochloride (42) which was used without further purification.

Workup

  1. concentrationThe reaction mixture was concentrated
  2. customthe solids were triturated with Et2O

Sources & evidence

ORD record
ord-ff1a6b60ac70478f824dbf50a3b4fbeb
Source dataset
uspto-grants-2015_09
Patent number
US09133187B2

Reaction notes

Loading…