Butyl bromide → HCID 21312832, compound

HRID 971605Notes

Reaction equation

HRID 971605 reaction equation
[Cl: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]([Cl:1])[C:12]=2[CH2:11][CH2:10]1)[CH2:24][CH2:25][CH3:26]

Participants

5

Reactant 3

HCID 8002Butyl bromideHCID 14797Potassium HydroxideHCID 12668015HCID 12668015, compound

Product 1

HCID 21312832HCID 21312832, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A mixture of 4.5 g of 6-chloro-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-chloro-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-12f5ef31036c48bd8c99cd5ee2fa7ee3
Source dataset
uspto-grants-1979_07
Patent number
US04160765

Reaction notes

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