Thionyl Chloride → HCID 86648157, compound
Reaction equation
[Cl:1][C:2]12[CH2:11][CH:6]3[CH2:7][CH:8]([CH2:10][C:4]([CH2:12][C:13]([OH:15])=O)([CH2:5]3)[CH2:3]1)[CH2:9]2.S(Cl)([Cl:18])=O>>[Cl:1][C:2]12[CH2:11][CH:6]3[CH2:7][CH:8]([CH2:10][C:4]([CH2:12][C:13]([Cl:18])=[O:15])([CH2:5]3)[CH2:3]1)[CH2:9]2Participants
3
Procedure
(3-Chloroadamantan-1-yl)acetic acid (607.5 mg, 2.66 mmol) was dissolved in thionyl chloride (5 mL, 68.5 mmol). The reaction mixture was heated at reflux for 5 hours. The reaction mixture was cooled and then concentrated in vacuo to provide the title compound as a white solid (646.4 mg, 98%) that was used without additional purification.
Workup
- temperatureThe reaction mixture was heated
- temperatureat reflux for 5 hours
- temperatureThe reaction mixture was cooled
- concentrationconcentrated in vacuo
Sources & evidence
- ORD record
- ord-7e65cb36fdbc4bb1862a796ecf2cff76
- Source dataset
- uspto-grants-2015_02
- Patent number
- US08962639B2
Reaction notes
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