Thionyl Chloride → 1-Methyl-cycloheptanecarbonyl chloride

Reaction equation

[CH3:1][C:2]1([C:9]([OH:11])=O)[CH2:8][CH2:7][CH2:6][CH2:5][CH2:4][CH2:3]1.S(Cl)([Cl:14])=O>>[CH3:1][C:2]1([C:9]([Cl:14])=[O:11])[CH2:8][CH2:7][CH2:6][CH2:5][CH2:4][CH2:3]1

Participants

Reactant 2

HCID 24386Thionyl Chloride

HCID 127574891-Methylcycloheptane-1-carboxylic acid

Product 1

HCID 215354961-Methyl-cycloheptanecarbonyl chlorideYield 99%

Procedure

A solution of 1-methyl-cycloheptanecarboxylic acid (156 mg, 0.998 mmol) (Journal of Organic Chemistry (1982), 47(17), 3242-7) in thionyl chloride (5 ml) was stirred at room temperature for 2 days and then concentrated on high vacuum giving 174 mg (99%) of 1-methyl-cycloheptanecarbonyl chloride as a yellow oil.

Workup

concentrationconcentrated on high vacuum

Sources & evidence

ORD record: ord-43cd66044f5f4b11b68e96d62e7621d2
Source dataset: uspto-grants-2011_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08008298B2

Reaction notes

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