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Butyl bromide → HCID 20394953, compound

HRID 261442
Notes
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Reaction equation

HRID 261442 reaction equation
[Br:1][C:2]1[C:12]2[CH2:11][CH2:10][NH:9][CH2:8][CH:7]([C:13]3[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=3)[C:6]=2[CH:5]=[C:4]([O:19][CH3:20])[C:3]=1[O:21][CH3:22].[CH2:23](Br)[CH2:24][CH2:25][CH3:26].[OH-].[K+]>CO>[CH2:23]([N:9]1[CH2:8][CH:7]([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)[C:6]2[CH:5]=[C:4]([O:19][CH3:20])[C:3]([O:21][CH3:22])=[C:2]([Br:1])[C:12]=2[CH2:11][CH2:10]1)[CH2:24][CH2:25][CH3:26]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

5

Reactant 3

HCID 8002Butyl bromideHCID 14797Potassium HydroxideHCID 126248086-bromo-7,8-dimethoxy-1-phenyl-2,3,4,5-tetrahydro-1H-3-benzazepine

Product 1

HCID 20394953HCID 20394953, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A mixture of 4.9 g of 6-bromo-7,8-dimethoxy-1-phenyl-2,3,4,5-tetrahydro-1H-3-benzazepine, 0.02 ml of n-butyl bromide and 0.02 mol of potassium hydroxide is dissolved in 120 ml of dry methanol and refluxed for 48 hours. The reaction mixture is evaporated to dryness, taken up in ethyl acetate and filtered to remove inorganic salts. The filtrate is washed with water, dried and evaporated to give 3-n-butyl-6-bromo-7,8-dimethoxy-1-phenyl-2,3,4,5-tetrahydro-1H-3-benzazepine.

Workup

  1. temperaturerefluxed for 48 hours
  2. customThe reaction mixture is evaporated to dryness
  3. filtrationfiltered
  4. customto remove inorganic salts
  5. washThe filtrate is washed with water
  6. customdried
  7. customevaporated

Sources & evidence

ORD record
ord-8a6e7bf8b3d74dd88c288e92e3e24b36
Source dataset
uspto-grants-1979_08
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US04165372

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes