Thionyl Chloride → HCID 13340573, compound

HRID 1748908Notes

Reaction equation

HRID 1748908 reaction equation
[I:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][C:9]([OH:11])=O)=[CH:4][CH:3]=1.S(Cl)([Cl:14])=O>>[I:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][C:9]([Cl:14])=[O:11])=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 24386Thionyl ChlorideHCID 1372144-Iodophenylacetic acid

Product 1

HCID 13340573HCID 13340573, compound

Conditions

Temperature
100 °C

Procedure

Under an argon atmosphere, to 4-iodophenylacetic acid (11) (prepared by the process described in Chen, Q.-H. et al., Bioorg. Med. Chem., 14, 7898-7909 (2006)) (1.06 g, 4.05 mmol) was added thionyl chloride (5.00 mL, 68.6 mmol) and heated to reflux (100° C.) for 1.5 h. After cooling to room temperature, the mixture was concentrated under reduced pressure to give 4-iodophenylacetyl chloride (12) as a brown oily crude product.

Workup

  1. temperatureheated
  2. temperatureAfter cooling to room temperature
  3. concentrationthe mixture was concentrated under reduced pressure

Sources & evidence

ORD record
ord-734a0ae64e50422188cdf11f46ec6025
Source dataset
uspto-grants-2015_10
Patent number
US09151739B2

Reaction notes

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