Propanoyl chloride, 3-bromo- → HCID 22762545, compound

HRID 1112737Notes

Reaction equation

HRID 1112737 reaction equation
[Br:1][CH2:2][CH2:3][C:4](Cl)=[O:5].Cl.[CH2:8]([NH2:17])[C:9]([C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)=[O:10]>CN(C)C=O>[CH2:8]([NH:17][C:4](=[O:5])[CH2:3][CH2:2][Br:1])[C:9]([C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)=[O:10]

Participants

4

Reactant 2

HCID 84944Propanoyl chloride, 3-bromo-HCID 2723597Ethanone, 2-amino-1-phenyl-, hydrochloride (1:1)

Product 1

HCID 22762545HCID 22762545, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

3-Bromopropionyl chloride (25 g; 0.146 mole) was added slowly to a stirred suspension of phenacylamine hydrochloride (17.15 g; 0.1 mole) in dry dimethylformamide (50 ml) at room temperature. The internal temperature rose to ca. 40° C. The mixture was stirred for 2 hours and the DMF removed under vacuum. The residue was diluted with water (200 ml) and the crystalline solid collected, washed with water and dried. Weight of product = 9.49 g (35%), m.p. 114° C.

Workup

  1. customrose to ca. 40° C
  2. customthe DMF removed under vacuum
  3. additionThe residue was diluted with water (200 ml)
  4. customthe crystalline solid collected
  5. washwashed with water
  6. customdried

Sources & evidence

ORD record
ord-ba1e748033fb47368688db4c1835ea88
Source dataset
uspto-grants-1978_10
Patent number
US04123529

Reaction notes

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