Bromine → HCID 57136566, compound

HRID 840104Notes

Reaction equation

HRID 840104 reaction equation
[O:1]1[CH:13]2[C@@:14]34[CH2:16][CH2:17][N:18]([CH3:19])[C@@H:8]([C@:9]3([OH:21])[CH2:10][CH2:11][C:12]2=[O:20])[CH2:7][C:6]2=[C:15]4[C:2]1=[CH:3][CH:4]=[CH:5]2.[Br:22]Br>CC(O)=O>[Br:22][C:3]1[CH:4]=[CH:5][C:6]2[CH2:7][C@H:8]3[N:18]([CH3:19])[CH2:17][CH2:16][C@:14]45[C:15]=2[C:2]=1[O:1][CH:13]4[C:12](=[O:20])[CH2:11][CH2:10][C@@:9]35[OH:21]

Participants

4

Reactant 2

HCID 24408BromineHCID 57239714HCID 57239714, compound

Product 1

HCID 57136566HCID 57136566, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent2×

Procedure

1.1 g (3.8 mmol) of 4,5-epoxy-14-hydroxy-17-methylmorphinan-6-one in 50 ml of glacial AcOH were treated with 3.8 ml of a 1M solution of Br2 in AcOH as described in Preparation 5, yielding 1.1 g of the title product.

Workup

  1. customas described in Preparation 5

Sources & evidence

ORD record
ord-4db5312eb6864405b7b274d1760689ef
Source dataset
uspto-grants-2002_04
Patent number
US06365594B1

Reaction notes

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