Acetyl chloride → HCID 178471808, compound

HRID 1961655Notes

Reaction equation

HRID 1961655 reaction equation
Cl.[CH2:2]([O:4][C:5](=[O:14])[CH2:6][C@H:7]1[CH2:12][CH2:11][C@H:10]([NH2:13])[CH2:9][CH2:8]1)[CH3:3].CCN(CC)CC.[C:22](Cl)([CH3:24])=[O:23]>C(Cl)Cl>[CH2:2]([O:4][C:5](=[O:14])[CH2:6][C@H:7]1[CH2:8][CH2:9][C@H:10]([NH:13][C:22](=[O:23])[CH3:24])[CH2:11][CH2:12]1)[CH3:3]

Participants

5

Reactant 3

HCID 6367Acetyl chlorideHCID 8471TriethylamineHCID 178471807HCID 178471807, compound2×

Product 1

HCID 178471808HCID 178471808, compoundYield 82.2%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

(trans-4-Amino-cyclohexyl)-acetic acid ethyl ester hydrochloride (10.0 g, 45 mmol, intermediate B) was dissolved in CH2Cl2 (150 ml) and Et3N and AcCl (3.89 g, 50 mmol) were added. The reaction mixture was stirred 3 h at room temperature before washing it with H2O and brine. After drying (Na2SO4) the solvent was evaporated to yield 8.42 g (82%, 37 mmol) of a white solid. MS (m/z): 228.3 ([M+H]+).

Workup

  1. washbefore washing it with H2O and brine
  2. dry with materialAfter drying (Na2SO4) the solvent
  3. customwas evaporated

Sources & evidence

ORD record
ord-3f4fe37a8cd743969f0adc1b37292c10
Source dataset
uspto-grants-2013_04
Patent number
US08415350B2

Reaction notes

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