Butyl bromide → HCID 20529904, compound

HRID 66553Notes

Reaction equation

HRID 66553 reaction equation
[CH2:1]([C:4]1[C:14]2[CH2:13][CH2:12][NH:11][CH2:10][CH:9]([C:15]3[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=3)[C:8]=2[CH:7]=[C:6]([O:21][CH3:22])[C:5]=1[O:23][CH3:24])[CH2:2][CH3:3].[CH2:25](Br)[CH2:26][CH2:27][CH3:28].[OH-].[K+]>CO>[CH2:25]([N:11]1[CH2:10][CH:9]([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)[C:8]2[CH:7]=[C:6]([O:21][CH3:22])[C:5]([O:23][CH3:24])=[C:4]([CH2:1][CH2:2][CH3:3])[C:14]=2[CH2:13][CH2:12]1)[CH2:26][CH2:27][CH3:28]

Participants

5

Reactant 3

HCID 8002Butyl bromideHCID 14797Potassium HydroxideHCID 20529912HCID 20529912, compound

Product 1

HCID 20529904HCID 20529904, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A mixture of 4.5 g of 6-propyl-7,8-dimethoxy-1-phenyl-2,3,4,5-tetrahydro-1H-3-benzazepine, 0.02 mole of n-butyl bromide and 0.02 mole 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-propyl-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-1b589f4ac4b14fde9f5c9ccfd44d48f6
Source dataset
uspto-grants-1982_08
Patent number
US04342686

Reaction notes

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