Thionyl Chloride → [4-(Bromomethyl)phenyl](cyclopentyl)acetyl chloride

HRID 877180Notes

Reaction equation

HRID 877180 reaction equation
[Br:1][CH2:2][C:3]1[CH:8]=[CH:7][C:6]([CH:9]([CH:13]2[CH2:17][CH2:16][CH2:15][CH2:14]2)[C:10](O)=[O:11])=[CH:5][CH:4]=1.S(Cl)([Cl:20])=O>>[Br:1][CH2:2][C:3]1[CH:8]=[CH:7][C:6]([CH:9]([CH:13]2[CH2:17][CH2:16][CH2:15][CH2:14]2)[C:10]([Cl:20])=[O:11])=[CH:5][CH:4]=1

Participants

3

Reactant 2

HCID 24386Thionyl ChlorideHCID 21255101[4-(Bromomethyl)phenyl](cyclopentyl)acetic acid

Product 1

HCID 58136560[4-(Bromomethyl)phenyl](cyclopentyl)acetyl chloride

Procedure

246 mg (0.766 mmol) of [4-(bromomethyl)phenyl](cyclopentyl)acetic acid were dissolved in 5 ml of thionyl chloride, and the mixture was stirred at room temperature for 1 h and then at 50° C. for 1 h. The mixture was then concentrated under reduced pressure. This gave 253 mg of the title compound, which was reacted without further purification in the next step.

Workup

  1. waitat 50° C. for 1 h
  2. concentrationThe mixture was then concentrated under reduced pressure
  3. customThis gave 253 mg of the title compound, which was reacted without further purification in the next step

Sources & evidence

ORD record
ord-c19338cd04614188bb48453fc84ac4d3
Source dataset
uspto-grants-2015_03
Patent number
US08987256B2

Reaction notes

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