Dichloromethane → HCID 69243008, compound

HRID 655603Notes

Reaction equation

HRID 655603 reaction equation
Br[C:2]1[CH:10]=[CH:9][C:5]([C:6](Cl)=[O:7])=[CH:4][CH:3]=1.[CH:11]1([CH2:14][CH2:15][NH2:16])[CH2:13][CH2:12]1.[Cl:17]CCl>>[Cl:17][C:2]1[CH:10]=[CH:9][C:5]([C:6]([NH:16][CH2:15][CH2:14][CH:11]2[CH2:13][CH2:12]2)=[O:7])=[CH:4][CH:3]=1

Participants

4

Reactant 3

HCID 6344DichloromethaneHCID 685154-Bromobenzoyl chlorideHCID 10240761Cyclopropaneethanamine

Product 1

HCID 69243008HCID 69243008, compound

Procedure

To a solution of 4-bromobenzoyl chloride (0.600 g, 2.700 mmol) in dichloromethane (20 mL) was added 2-cyclopropylethylamine (0.270 g, 3.28 mmol) at 0° C. The mixture was stirred at ambient temperature for 12 hours, then washed sequentially with diluted HCl solution and NaHCO3. The organic phase was separated, dried and concentrated. The residue was purified by column chromatography and recrystallization from ethyl acetate and hexane to afford 4-chloro-N-(2-cyclopropylethyl)benzamide.

Workup

  1. washwashed sequentially with diluted HCl solution and NaHCO3
  2. customThe organic phase was separated
  3. customdried
  4. concentrationconcentrated
  5. customThe residue was purified by column chromatography and recrystallization from ethyl acetate and hexane

Sources & evidence

ORD record
ord-691e706ee46c479f9cae057098691daf
Source dataset
uspto-grants-2011_12
Patent number
US08071603B2

Reaction notes

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