Allyl bromide → HCID 20441349, compound

HRID 1632921Notes

Reaction equation

HRID 1632921 reaction equation
[CH2:1](Br)[CH:2]=[CH2:3].[F:5][C:6]1[CH:14]=[CH:13][C:12]2[N:11]([C:15]3[CH:20]=[CH:19][C:18]([F:21])=[CH:17][CH:16]=3)[C:10]3[CH2:22][CH2:23][NH:24][CH2:25][CH2:26][C:9]=3[C:8]=2[CH:7]=1.C(=O)([O-])[O-].[K+].[K+]>CN(C)C=O>[CH2:1]([N:24]1[CH2:25][CH2:26][C:9]2[C:8]3[CH:7]=[C:6]([F:5])[CH:14]=[CH:13][C:12]=3[N:11]([C:15]3[CH:20]=[CH:19][C:18]([F:21])=[CH:17][CH:16]=3)[C:10]=2[CH2:22][CH2:23]1)[CH:2]=[CH2:3]

Participants

5

Reactant 3

HCID 7841Allyl bromideHCID 11430Potassium CarbonateHCID 20441347HCID 20441347, compound

Product 1

HCID 20441349HCID 20441349, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
110 °C

Procedure

3.1 ml allyl bromide are added dropwise to 9.0 g of 9-fluoro-6-p-fluorophenyl-1,2,3,4,5,6-hexahydro-azepino[4,5-b]indole and 9 g potassium carbonate in 90 ml dimethylformamide. The mixture is stirred for 2 hours at 110° C., cooled to room temperature, poured onto water, and extracted with ether. The ether extracts are concentrated to give the title compound as a residue. M.p. of the hydrochloride 228°-228° (decomp.).

Workup

  1. temperaturecooled to room temperature
  2. additionpoured onto water
  3. extractionextracted with ether
  4. concentrationThe ether extracts are concentrated

Sources & evidence

ORD record
ord-c91ce2073ead449fa079df8a629dacc1
Source dataset
uspto-grants-1984_10
Patent number
US04478750

Reaction notes

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