Acetyl bromide → 8-acetoxy-7-methylsulfonyl-2,3,4,5-tetrahydro-1H-3-benzazepine hydrobromide

HRID 542744Notes

Reaction equation

HRID 542744 reaction equation
Br.[OH:2][C:3]1[C:4]([S:14]([CH3:17])(=[O:16])=[O:15])=[CH:5][C:6]2[CH2:12][CH2:11][NH:10][CH2:9][CH2:8][C:7]=2[CH:13]=1.[C:18]([Br:21])(=[O:20])[CH3:19]>FC(F)(F)C(O)=O>[BrH:21].[C:18]([O:2][C:3]1[C:4]([S:14]([CH3:17])(=[O:16])=[O:15])=[CH:5][C:6]2[CH2:12][CH2:11][NH:10][CH2:9][CH2:8][C:7]=2[CH:13]=1)(=[O:20])[CH3:19]

Participants

4

Reactant 2

HCID 10482Acetyl bromideHCID 212428778-hydroxy-7-methylsulfonyl-2,3,4,5-tetrahydro-1H-3-benzazepine hydrobromide

Product 1

HCID 212429368-acetoxy-7-methylsulfonyl-2,3,4,5-tetrahydro-1H-3-benzazepine hydrobromide

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidSolvent

Procedure

A mixture of 8-hydroxy-7-methylsulfonyl-2,3,4,5-tetrahydro-1H-3-benzazepine hydrobromide (3.2 g, 0.01 m) in trifluoroacetic acid (25 ml) is stirred at 25° and treated with acetyl bromide (1.4 g, 0.011 m). The mixture is stirred at 25° and concentrated in vacuo to give 8-acetoxy-7-methylsulfonyl-2,3,4,5-tetrahydro-1H-3-benzazepine hydrobromide.

Workup

  1. stirringThe mixture is stirred at 25°
  2. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-d3d7e37e2a2345a3908af1f87780aa25
Source dataset
uspto-grants-1987_04
Patent number
US04659706

Reaction notes

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