Thionyl Chloride → HCID 18545696, compound

HRID 1267508Notes

Reaction equation

HRID 1267508 reaction equation
[CH2:1]([N:9]1[CH:14]2[CH2:15][CH2:16][CH:10]1[CH2:11][C:12](=[C:17]([C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1)[C:18]1[CH:26]=[CH:25][C:21]([C:22](O)=[O:23])=[CH:20][CH:19]=1)[CH2:13]2)[CH2:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.S(Cl)([Cl:35])=O>>[CH2:1]([N:9]1[CH:14]2[CH2:15][CH2:16][CH:10]1[CH2:11][C:12](=[C:17]([C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1)[C:18]1[CH:26]=[CH:25][C:21]([C:22]([Cl:35])=[O:23])=[CH:20][CH:19]=1)[CH2:13]2)[CH2:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1

Participants

3

Reactant 2

HCID 24386Thionyl ChlorideHCID 18545677HCID 18545677, compound

Product 1

HCID 18545696HCID 18545696, compoundYield 100.2%

Procedure

A mixture of 6 g (0.014 mole) of 4-[(8-phenethyl-8-azabicyclo[3.2.1]oct-3-ylidene)phenylmethyl]benzoic acid, 20 ml of CHCl2 and 3 mL (0.042 mole) of thionyl chloride were refluxed for 1.5 h. The solvent was evaporated in vacuo to give 6.2 g of 4-[(8-phenethyl-8-azabicyclo[3.2.1]oct-3-ylidene)phenylmethyl]benzoyl chloride. MS m/z (MH+) of CH3OH quench 437.

Workup

  1. temperaturewere refluxed for 1.5 h
  2. customThe solvent was evaporated in vacuo

Sources & evidence

ORD record
ord-c844fe8444bd4521a7b657272a4f7ce5
Source dataset
uspto-grants-2003_04
Patent number
US06552036B2

Reaction notes

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