Thionyl Chloride → HCID 13340573, compound

HRID 1037583Notes

Reaction equation

HRID 1037583 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, which was used in the next reaction without further purification.

Workup

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

Sources & evidence

ORD record
ord-5d2d0b44fc0e41c5a968242015e9a317
Source dataset
uspto-grants-2013_10
Patent number
US08546568B2

Reaction notes

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