Oxalyl chloride → HCID 20139949, compound

HRID 1252460Notes

Reaction equation

HRID 1252460 reaction equation
[CH2:1]([C:5]1[S:9][C:8]([CH:10]2[CH2:12][CH:11]2[C:13]([OH:15])=O)=[CH:7][CH:6]=1)[CH2:2][CH2:3][CH3:4].C(Cl)(=O)C([Cl:19])=O>CCCCCC>[CH2:1]([C:5]1[S:9][C:8]([CH:10]2[CH2:12][CH:11]2[C:13]([Cl:19])=[O:15])=[CH:7][CH:6]=1)[CH2:2][CH2:3][CH3:4]

Participants

4

Reactant 2

HCID 65578Oxalyl chlorideHCID 20139964HCID 20139964, compound

Product 1

HCID 20139949HCID 20139949, compoundYield 100%

Reagents, catalysts & solvents 1

HCID 8058HexaneSolvent

Procedure

A mixture of 2-(5-n-butylthiophen-2-yl)-cyclopropanecarboxylic acid (9.0 g, 0.04 mol) and oxalyl chloride (6.35 g, 0.05 mol) in hexane (70 ml) was stirred at room temperature for 2 hours and then warmed at 60° C. for 3 hours. The hexane and excess oxalyl chloride were removed in vacuo to give 2-(5-n-butylthiophen-2-yl)-cyclopropanecarbonyl chloride (9.7 g, 100%) as a pale yellow liquid which was used in the next stage without further purification.

Workup

  1. temperaturewarmed at 60° C. for 3 hours
  2. customThe hexane and excess oxalyl chloride were removed in vacuo

Sources & evidence

ORD record
ord-3912c6f54d1a40598f69b876f62195dd
Source dataset
uspto-grants-1988_05
Patent number
US04743602

Reaction notes

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