Methanol → HCID 67301226, compound

HRID 643592Notes

Reaction equation

HRID 643592 reaction equation
O=S(Cl)Cl.[Cl:5][C:6]1[C:11]([CH3:12])=[CH:10][C:9]([CH2:13][C@@H:14]([OH:18])[C:15]([OH:17])=[O:16])=[CH:8][C:7]=1[CH3:19].[CH3:20]O>>[Cl:5][C:6]1[C:7]([CH3:19])=[CH:8][C:9]([CH2:13][C@@H:14]([OH:18])[C:15]([O:17][CH3:20])=[O:16])=[CH:10][C:11]=1[CH3:12]

Participants

4

Reactant 3

HCID 887MethanolHCID 24386Thionyl ChlorideHCID 67301514HCID 67301514, compound

Product 1

HCID 67301226HCID 67301226, compound

Conditions

Temperature
0 °C

Procedure

4.4 mL (59.9 mmol) SOCl2 were added dropwise to a solution of 12.45 g (54.4 mmol) of (R)-3-(4-chloro-3,5-dimethyl-phenyl)-2-hydroxy-propionic acid in 300 mL MeOH cooled to 0° C. and the reaction mixture was stirred for 1 h at RT. The reaction solution was evaporated down i. vac. and the residue was purified by chromatography (silica gel, cyc/EtOAc 4:1).

Workup

  1. customThe reaction solution was evaporated down i
  2. customand the residue was purified by chromatography (silica gel, cyc/EtOAc 4:1)

Sources & evidence

ORD record
ord-bb7b709906644989ac3f162b07f6e088
Source dataset
uspto-grants-2010_04
Patent number
US07700598B2

Reaction notes

Loading…