Dimethylformamide → 4-Methylcyclohexane-1-carbonyl chloride

HRID 2410125Notes

Reaction equation

HRID 2410125 reaction equation
[CH3:1][C@H:2]1[CH2:7][CH2:6][C@H:5]([C:8]([OH:10])=O)[CH2:4][CH2:3]1.CN(C=O)C.C(Cl)(=O)C([Cl:19])=O>C(Cl)Cl>[CH3:1][CH:2]1[CH2:7][CH2:6][CH:5]([C:8]([Cl:19])=[O:10])[CH2:4][CH2:3]1

Participants

5

Reactant 3

HCID 6228DimethylformamideHCID 65578Oxalyl chlorideHCID 178461286HCID 178461286, compound

Product 1

HCID 129863574-Methylcyclohexane-1-carbonyl chloride

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of trans-4-methyl-1-cyclohexane carboxylic acid (8.2 g, 56.5 mmol) in CH2Cl2 (350 mL) at 0° C. was added DMF (44 μl, 0.6 mmol) and oxalyl chloride (11.5 g, 90.0 mmol) dropwise. The reaction mixture was stirred at rt for 18 h. The reaction mixture was concentrated. The product was used without further purification.

Workup

  1. concentrationThe reaction mixture was concentrated
  2. customThe product was used without further purification

Sources & evidence

ORD record
ord-014dfda2ce8b4f6ab6eaccf7b0e9c47a
Source dataset
uspto-grants-2014_08
Patent number
US08815926B2

Reaction notes

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