Thionyl Chloride → HCID 86720197, compound

HRID 928129Notes

Reaction equation

HRID 928129 reaction equation
[CH3:1][O:2][C:3]([C:5]1([CH3:14])[CH2:10][CH2:9][CH:8]([C:11](O)=[O:12])[CH2:7][CH2:6]1)=[O:4].S(Cl)([Cl:17])=O>ClCCl>[Cl:17][C:11]([CH:8]1[CH2:9][CH2:10][C:5]([CH3:14])([C:3]([O:2][CH3:1])=[O:4])[CH2:6][CH2:7]1)=[O:12]

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 59133139(1s,4s)-4-(Methoxycarbonyl)-4-methylcyclohexane-1-carboxylic acid

Product 1

HCID 86720197HCID 86720197, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Conditions

Temperature
38 °C

Procedure

A solution of 4-(methoxycarbonyl)-4-methylcyclohexanecarboxylic acid (6.67 g, 33.3 mmol) in dichloromethane (30 mL) was charged with thionyl chloride (40 mL, 80 mmol) and then heated to 38° C. for 17 hours. The reaction mixture was cooled to room temperature and then concentrated under reduced pressure to yield methyl 4-(chlorocarbonyl)-1-methylcyclohexanecarboxylate, which was used without further purification.

Workup

  1. temperatureThe reaction mixture was cooled to room temperature
  2. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-2fd3c4efce864273a00c7e6ca263f92c
Source dataset
uspto-grants-2016_03
Patent number
US09290490B2

Reaction notes

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