Hydrogen Bromide → 8-hydroxy-7-methylsulfonyl-2,3,4,5-tetrahydro-1H-3-benzazepine hydrobromide

HRID 621440Notes

Reaction equation

HRID 621440 reaction equation
C([N:4]1[CH2:10][CH2:9][C:8]2[CH:11]=[C:12]([O:19]C)[C:13]([S:15]([CH3:18])(=[O:17])=[O:16])=[CH:14][C:7]=2[CH2:6][CH2:5]1)(=O)C.[BrH:21]>>[BrH:21].[OH:19][C:12]1[C:13]([S:15]([CH3:18])(=[O:17])=[O:16])=[CH:14][C:7]2[CH2:6][CH2:5][NH:4][CH2:10][CH2:9][C:8]=2[CH:11]=1

Participants

3

Reactant 2

HCID 260Hydrogen BromideHCID 138533553-Acetyl-8-methoxy-7-methylsulfonyl-2,3,4,5-tetrahydro-1H-3-benzazepine

Product 1

HCID 212428778-hydroxy-7-methylsulfonyl-2,3,4,5-tetrahydro-1H-3-benzazepine hydrobromide

Procedure

3-Acetyl-8-methoxy-7-methylsulfonyl-2,3,4,5-tetrahydro-1H-3-benzazepine (1 g, 0.003 m), prepared as in Method A or B, in 48% hydrobromic acid (15 ml) was heated to reflux for 16 hours and concentrated in vacuo. The residue was triturated with acetone and recrystallized from methanol-water to give 8-hydroxy-7-methylsulfonyl-2.3.4.5 -tetrahydro-1H-3-benzazepine hydrobromide, m.p. 300° (decomp.).

Workup

  1. temperatureto reflux for 16 hours
  2. concentrationconcentrated in vacuo
  3. customThe residue was triturated with acetone
  4. customrecrystallized from methanol-water

Sources & evidence

ORD record
ord-aac071a6e6ad44e2ba22a3cf251e44c1
Source dataset
uspto-grants-1989_04
Patent number
US04824839

Reaction notes

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