Thionyl Chloride → 2,2-Dichloro-1-(4-ethoxyphenyl)cyclopropane-1-carbonyl chloride

HRID 1105504Notes

Reaction equation

HRID 1105504 reaction equation
[CH2:1]([O:3][C:4]1[CH:9]=[CH:8][C:7]([C:10]2([C:15]([OH:17])=O)[CH2:12][C:11]2([Cl:14])[Cl:13])=[CH:6][CH:5]=1)[CH3:2].S(Cl)([Cl:20])=O>>[CH2:1]([O:3][C:4]1[CH:9]=[CH:8][C:7]([C:10]2([C:15]([Cl:20])=[O:17])[CH2:12][C:11]2([Cl:14])[Cl:13])=[CH:6][CH:5]=1)[CH3:2]

Participants

3

Reactant 2

HCID 24386Thionyl ChlorideHCID 135804022,2-Dichloro-1-(4-ethoxyphenyl)cyclopropane-1-carboxylic acid

Product 1

HCID 130410812,2-Dichloro-1-(4-ethoxyphenyl)cyclopropane-1-carbonyl chloride

Procedure

The 1-p-ethoxyphenyl-2,2-dichlorocyclopropane-1-carboxylic acid (1.38 g) was refluxed on a water bath with thionyl chloride (1.19 g) for 15 minutes. The excess thionyl chloride was then evaporated under vacuum (1 Torr.) and the residue of carbonyl chloride reacted without further purification with one of the alcohols (a), (b), (c) or (d). ##STR11##

Workup

  1. customThe excess thionyl chloride was then evaporated under vacuum (1 Torr.)
  2. customthe residue of carbonyl chloride reacted without further purification with one of the alcohols (a), (b), (c) or (d)

Sources & evidence

ORD record
ord-f017deee452b45fd8500b156a3507096
Source dataset
uspto-grants-1982_01
Patent number
US04309350

Reaction notes

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