Ethanol → HCID 67301305, compound

HRID 641228Notes

Reaction equation

HRID 641228 reaction equation
S(Cl)(Cl)=O.[Br:5][C:6]1[CH:7]=[C:8]([CH2:13][C@@H:14]([OH:18])[C:15]([OH:17])=[O:16])[CH:9]=[CH:10][C:11]=1[Br:12].[CH3:19][CH2:20]O>>[Br:5][C:6]1[CH:7]=[C:8]([CH2:13][C@@H:14]([OH:18])[C:15]([O:17][CH2:19][CH3:20])=[O:16])[CH:9]=[CH:10][C:11]=1[Br:12]

Participants

4

Reactant 3

HCID 702EthanolHCID 24386Thionyl ChlorideHCID 67302267HCID 67302267, compound

Product 1

HCID 67301305HCID 67301305, compound

Conditions

Temperature
0 °C

Procedure

0.8 mL (10.9 mmol) thionyl chloride were added dropwise to a solution of 3.2 g (9.9 mmol) of (R)-3-(3,4-dibromo-phenyl)-2-hydroxy-propionic acid in 40 mL dry EtOH cooled to 0° C. and the reaction mixture was stirred for 1 h at RT. The reaction solution was evaporated down i.vac. the residue combined with 30 mL DCM and filtered to remove the insoluble precipitate. After the solvent had been eliminated the product was obtained as a viscous oil, which was further reacted without purification.

Workup

  1. customThe reaction solution was evaporated down i.vac
  2. filtrationfiltered
  3. customto remove the insoluble precipitate
  4. customwas obtained as a viscous oil, which
  5. customwas further reacted without purification

Sources & evidence

ORD record
ord-ec6bb1298fb94243a0f0bcde443a17a5
Source dataset
uspto-grants-2010_04
Patent number
US07696196B2

Reaction notes

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