Boron tribromide → HCID 20135340, compound

HRID 579940Notes

Reaction equation

HRID 579940 reaction equation
[Cl:1][C:2]1[C:3]([O:23]C)=[CH:4][C:5]2[CH:11]([C:12]3[CH:13]=[C:14]4[C:18](=[CH:19][CH:20]=3)[CH2:17][CH2:16][CH2:15]4)[CH2:10][N:9]([CH3:21])[CH2:8][CH2:7][C:6]=2[CH:22]=1.B(Br)(Br)[Br:26]>ClCCl>[BrH:26].[Cl:1][C:2]1[C:3]([OH:23])=[CH:4][C:5]2[CH:11]([C:12]3[CH:13]=[C:14]4[C:18](=[CH:19][CH:20]=3)[CH2:17][CH2:16][CH2:15]4)[CH2:10][N:9]([CH3:21])[CH2:8][CH2:7][C:6]=2[CH:22]=1

Participants

4

Reactant 2

HCID 25134Boron tribromideHCID 20135346HCID 20135346, compound

Product 1

HCID 20135340HCID 20135340, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Conditions

Temperature
-10 °C

Procedure

1.1 g of 8-chloro-7-methoxy-3-methyl-5-(5-indanyl)-2,3,4,5-tetrahydro-1H-3-benzazepine was dissolved in 10 ml of dichloromethane. The solution was cooled to -10° C. and 5 ml of boron tribromide was added. The reaction mixture was stirred while warming up to room temperature. After standing for 4 hours, the volatile components were removed by evaporation in vacuo and the residue was diluted with methanol at -10° C. Stripping with methanol gave 8-chloro-7-hydroxy-3-methyl-5-(5-indanyl)-2,3,4,5-tetrahydro-1H-3-benzazepine hydrobromide, m.p. 190°-200° C. (decomposition).

Workup

  1. temperaturewhile warming up to room temperature
  2. customthe volatile components were removed by evaporation in vacuo
  3. additionthe residue was diluted with methanol at -10° C

Sources & evidence

ORD record
ord-f3c15f076d07403190d4eec6fa611f20
Source dataset
uspto-grants-1988_06
Patent number
US04751222

Reaction notes

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