Chloroform → HCID 13316668, compound

HRID 1154653Notes

Reaction equation

HRID 1154653 reaction equation
[CH3:1][O:2][C:3]1[C:30]([O:31][CH3:32])=[CH:29][C:6]2[CH2:7][C:8](=[O:28])[N:9]([CH2:12][CH2:13][CH2:14][NH:15][CH2:16][CH2:17][C:18]3[CH:23]=[CH:22][C:21]([O:24][CH3:25])=[C:20]([O:26][CH3:27])[CH:19]=3)[CH2:10][CH2:11][C:5]=2[CH:4]=1.C(=O)([O-])[O-].[K+].[K+].[CH2:39](Br)[CH:40]=[CH2:41].C(Cl)(Cl)[Cl:44]>>[ClH:44].[CH3:1][O:2][C:3]1[C:30]([O:31][CH3:32])=[CH:29][C:6]2[CH2:7][C:8](=[O:28])[N:9]([CH2:12][CH2:13][CH2:14][N:15]([CH2:41][CH:40]=[CH2:39])[CH2:16][CH2:17][C:18]3[CH:23]=[CH:22][C:21]([O:24][CH3:25])=[C:20]([O:26][CH3:27])[CH:19]=3)[CH2:10][CH2:11][C:5]=2[CH:4]=1

Participants

5

Reactant 4

HCID 6212ChloroformHCID 7841Allyl bromideHCID 11430Potassium CarbonateHCID 13316665HCID 13316665, compound

Product 1

HCID 13316668HCID 13316668, compound

Procedure

3.1 gm (0.007 mol) of 1-[7,8-dimethoxy-1,3,4,5-tetrahydro-2H-3-benzazepin-2-on-3-yl]-3-[N-(2-{3,4-dimethoxy-phenyl}-ethyl)-amino]-propane were refluxed for 21 hours with 1.0 gm (0.007 mol) of potassium carbonate and 0.6 ml (0.007 mol) of allyl bromide in 100 ml of chloroform. Subsequently, the organic phase was extracted with water, dried, evaporated in vacuo, and the residue was purified on an aluminum oxide column (300 gm neutral, activity III) with methylene chloride containing 2% of acetone as the eluant. Subsequently the hydrochloride was precipitated.

Workup

  1. extractionSubsequently, the organic phase was extracted with water
  2. customdried
  3. customevaporated in vacuo
  4. customthe residue was purified on an aluminum oxide column (300 gm neutral, activity III) with methylene chloride containing 2% of acetone as the eluant
  5. customSubsequently the hydrochloride was precipitated

Sources & evidence

ORD record
ord-9fecd3d26ad246afb75b32c5f45992c5
Source dataset
uspto-grants-1984_12
Patent number
US04490369

Reaction notes

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