Acetyl bromide → 8-acetoxy-7-methoxy-3-methyl-6-phenylthio-2,3,4,5-tetrahydro-1H-3-benzazepine

HRID 2286405Notes

Reaction equation

HRID 2286405 reaction equation
[OH:1][C:2]1[C:3]([O:21][CH3:22])=[C:4]([S:14][C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)[C:5]2[CH2:11][CH2:10][N:9]([CH3:12])[CH2:8][CH2:7][C:6]=2[CH:13]=1.[C:23](Br)(=[O:25])[CH3:24]>FC(F)(F)C(O)=O>[C:23]([O:1][C:2]1[C:3]([O:21][CH3:22])=[C:4]([S:14][C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)[C:5]2[CH2:11][CH2:10][N:9]([CH3:12])[CH2:8][CH2:7][C:6]=2[CH:13]=1)(=[O:25])[CH3:24]

Participants

4

Reactant 2

HCID 10482Acetyl bromideHCID 234628598-hydroxy-7-methoxy-3-methyl-6-phenylthio-2,3,4,5-tetrahydro-1H-3-benzazepine

Product 1

HCID 234628578-acetoxy-7-methoxy-3-methyl-6-phenylthio-2,3,4,5-tetrahydro-1H-3-benzazepine

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidSolvent

Procedure

Reaction of 8-hydroxy-7-methoxy-3-methyl-6-phenylthio-2,3,4,5-tetrahydro-1H-3-benzazepine with acetyl bromide in trifluoroacetic acid gave 8-acetoxy-7-methoxy-3-methyl-6-phenylthio-2,3,4,5-tetrahydro-1H-3-benzazepine; hydrochloride salt m.p. 240°-241° C.

Sources & evidence

ORD record
ord-704c5718465a458385efaf690c975bc5
Source dataset
uspto-grants-1981_05
Patent number
US04265890

Reaction notes

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