Acetyl bromide → HCID 23462874, compound

HRID 2286417Notes

Reaction equation

HRID 2286417 reaction equation
[Cl:1][C:2]1[C:7]2[CH2:8][CH2:9][N:10]([CH3:13])[CH2:11][CH2:12][C:6]=2[C:5]([S:14][C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)=[C:4]([O:21][CH3:22])[C:3]=1[OH:23].[C:24](Br)(=[O:26])[CH3:25]>FC(F)(F)C(O)=O>[C:24]([O:23][C:3]1[C:4]([O:21][CH3:22])=[C:5]([S:14][C:15]2[CH:16]=[CH:17][CH:18]=[CH:19][CH:20]=2)[C:6]2[CH2:12][CH2:11][N:10]([CH3:13])[CH2:9][CH2:8][C:7]=2[C:2]=1[Cl:1])(=[O:26])[CH3:25]

Participants

4

Reactant 2

HCID 10482Acetyl bromideHCID 23462915HCID 23462915, compound

Product 1

HCID 23462874HCID 23462874, compound

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidSolvent

Procedure

A mixture of 0.45 g. (0.0013 mole) of 9-chloro-8-hydroxy-7-methoxy-3-methyl-6-phenylthio-2,3,4,5-tetrahydro-1H-3-benzazepine and 0.2 ml. (0.0026 mole) of acetyl bromide in trifluoroacetic acid is heated to reflux on a steam bath for 2 hours. The reaction mixture is concentrated and the residue is taken up in 100 ml. of methylene chloride. This solution is dried and evaporated to give 8-acetoxy-9-chloro-7-methoxy-3-methyl-6-phenylthio-2,3,4,5-tetrahydro-1H-3-benzazepine.

Workup

  1. additionA mixture of 0.45 g
  2. temperatureto reflux on a steam bath for 2 hours
  3. concentrationThe reaction mixture is concentrated
  4. customThis solution is dried
  5. customevaporated

Sources & evidence

ORD record
ord-82f0ba4c7e434c9d99e9a1998e7effba
Source dataset
uspto-grants-1981_05
Patent number
US04265890

Reaction notes

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