Thionyl Chloride → HCID 87677891, compound

HRID 1784349Notes

Reaction equation

HRID 1784349 reaction equation
[CH2:1]1[C@H:5]2[CH2:6][O:7][C:8]3[CH:15]=[CH:14][C:13]([C:16]([OH:18])=O)=[CH:12][C:9]=3[C:10](=[O:11])[N:4]2[CH2:3][CH2:2]1.S(Cl)([Cl:21])=O>>[CH2:1]1[C@H:5]2[CH2:6][O:7][C:8]3[CH:15]=[CH:14][C:13]([C:16]([Cl:21])=[O:18])=[CH:12][C:9]=3[C:10](=[O:11])[N:4]2[CH2:3][CH2:2]1

Participants

3

Reactant 2

HCID 24386Thionyl ChlorideHCID 69057226HCID 69057226, compound

Product 1

HCID 87677891HCID 87677891, compound

Procedure

A solution of the above carboxylic acid derivative (2.38 g; 9.64 mmol) in thionyl chloride (10 ml) was heated under reflux for 1.5 h. The excess thionyl chloride was evaporated under reduced pressure to giving (S)-2,3,11,11a-tetrahydro-1H,5H-pyrrolo[2,1-c][1,4]benzoxazepine-5-one-7-carboxylic acid chloride (2.56 g) as a pale yellow solid.

Workup

  1. temperatureunder reflux for 1.5 h
  2. customThe excess thionyl chloride was evaporated under reduced pressure

Sources & evidence

ORD record
ord-03bf3c73c5fb450a8bfebccbbc413983
Source dataset
uspto-grants-2009_03
Patent number
US07504390B2

Reaction notes

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