Thionyl Chloride → 1-Adamantaneacetyl chloride

HRID 1066233Notes

Reaction equation

HRID 1066233 reaction equation
[C:1]12([CH2:11][C:12]([OH:14])=O)[CH2:10][CH:5]3[CH2:6][CH:7]([CH2:9][CH:3]([CH2:4]3)[CH2:2]1)[CH2:8]2.S(Cl)([Cl:17])=O>>[C:1]12([CH2:11][C:12]([Cl:17])=[O:14])[CH2:10][CH:5]3[CH2:6][CH:7]([CH2:9][CH:3]([CH2:4]3)[CH2:2]1)[CH2:8]2

Participants

3

Reactant 2

HCID 24386Thionyl ChlorideHCID 1232211-Adamantaneacetic acid

Product 1

HCID 27718821-Adamantaneacetyl chloride

Procedure

A solution of 1-adamantaneacetic acid (4.5 g) in thionyl chloride (20 ml) was heated at reflux temperature for 24 hours and then allowed to cool to ambient temperature. The excess thionyl chloride was removed under reduced pressure to leave the sub-title compound as a syrup (4.9 g).

Workup

  1. temperatureat reflux temperature for 24 hours
  2. customThe excess thionyl chloride was removed under reduced pressure

Sources & evidence

ORD record
ord-b40ced9f6fb044bb8469205389c0df57
Source dataset
uspto-grants-2001_06
Patent number
US06242470B1

Reaction notes

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