Acetyl chloride → HCID 131729158, compound

HRID 905974Notes

Reaction equation

HRID 905974 reaction equation
C(OC(=O)[NH:7][C@H:8]1[CH2:13][CH2:12][CH2:11][C@H:10]([C:14](=[O:18])[N:15]([CH3:17])[CH3:16])[CH2:9]1)(C)(C)C.C([Cl:23])(=O)C>CO>[ClH:23].[CH3:16][N:15]([CH3:17])[C:14]([C@H:10]1[CH2:11][CH2:12][CH2:13][C@H:8]([NH2:7])[CH2:9]1)=[O:18]

Participants

4

Reactant 2

HCID 6367Acetyl chlorideHCID 58084197HCID 58084197, compound

Product 1

HCID 131729158HCID 131729158, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
20 °C

Procedure

Racemic trans 3-Dimethylcarbamoyl-cyclohexyl carbamic acid tert-butyl ester (0.437 g, 1.62 mmol) was dissolved in 50 mL of MeOH and cooled to 20° C. Acetyl chloride (1.2 mL, 16.9 mmol) was added dropwise and when the addition was complete the reaction mixture was allowed to warm up to RT and stirred for 16 h. The solvent was removed under vacuum concentrated to dryness to give racemic trans 3-amino-cyclohexanecarboxylic acid dimethylamide hydrochloride which was used as is in the following step.

Workup

  1. additionwhen the addition
  2. temperatureto warm up to RT
  3. customThe solvent was removed under vacuum
  4. concentrationconcentrated to dryness

Sources & evidence

ORD record
ord-929fb9e99d4f45378fbdafad22b3236c
Source dataset
uspto-grants-2011_09
Patent number
US08012974B2

Reaction notes

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