Thionyl Chloride → HCID 54107819, compound

HRID 1590696Notes

Reaction equation

HRID 1590696 reaction equation
S(Cl)([Cl:3])=O.[C:5]1([C:11]([C:15]2[CH:16]=[C:17]([CH:21]([CH3:25])[C:22]([OH:24])=[O:23])[CH:18]=[CH:19][CH:20]=2)=[CH:12][CH2:13]O)[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1>C(Cl)Cl>[C:5]1([C:11]([C:15]2[CH:16]=[C:17]([CH:21]([CH3:25])[C:22]([OH:24])=[O:23])[CH:18]=[CH:19][CH:20]=2)=[CH:12][CH2:13][Cl:3])[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 53775735HCID 53775735, compound

Product 1

HCID 54107819HCID 54107819, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of 18.5 g of dry thionyl chloride in 30 mL methylene chloride was added, along 1 hour, to a solution of 41.7 g of 2-[3-(1-phenyl-3-hydroxy-1-propenyl)phenyl]propionic acid in 60 mL of the same solvent, kept at 5-10° C. After standing for 1 hour, volatile materials were removed under vacuum. The oily residue, mainly formed by the title compound, was used in subsequent reactions without further purification. IR Spectrum (film), cm-1 : 3400-2600, 1710, 1600, 1490, 1410, 1245, 1230, 1070, 790, 770, 700.

Workup

  1. customkept at 5-10° C
  2. customvolatile materials were removed under vacuum

Sources & evidence

ORD record
ord-3e0d9f4a0ac2469a8246151a56333641
Source dataset
uspto-grants-1993_04
Patent number
US05204365

Reaction notes

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