Acetonitrile → HCID 21516837, compound

HRID 1283901Notes

Reaction equation

HRID 1283901 reaction equation
Br[C:2]([Cl:29])([CH:11]([O:21][CH2:22][C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1)[CH2:12][O:13][CH2:14][C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1)[C:3]([C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1)=[O:4].[CH2:30]([NH:37][CH:38]([CH3:40])[CH3:39])[C:31]1[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=1.C(#N)C>CCOCC>[ClH:29].[CH2:30]([N:37]([CH:38]([CH3:40])[CH3:39])[C:2]([Cl:29])([CH:11]([O:21][CH2:22][C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1)[CH2:12][O:13][CH2:14][C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1)[C:3]([C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1)=[O:4])[C:31]1[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=1

Participants

5

Reactant 3

HCID 6342AcetonitrileHCID 66024IsopropylbenzylamineHCID 21516828HCID 21516828, compound

Product 1

HCID 21516837HCID 21516837, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

A solution of 9.5 g. (0.02 m.) of the above α-bromobutyrophenone and 6.0 g. (0.04 m.) of N-benzylisopropylamine in 60 ml. of acetonitrile is stirred at 25°C. for 1 hour. The mixture is diluted with ether and filtered to remove N-benzylisopropylamine hydrobromide. The filtrate is treated with ethereal hydrogen chloride to give α-(N-benzylisopropylamino)-2-chloro-3,4-dibenzyloxybutyrophenone hydrochloride.

Workup

  1. filtrationfiltered
  2. customto remove N-benzylisopropylamine hydrobromide
  3. additionThe filtrate is treated with ethereal hydrogen chloride

Sources & evidence

ORD record
ord-d45dee79cbc749308f7336f87c407bc8
Source dataset
uspto-grants-1976_08
Patent number
US03976695

Reaction notes

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