Cyanogen Bromide → HCID 53912372, compound

HRID 904215Notes

Reaction equation

HRID 904215 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]2[CH2:7][C@H:8]3[N:19]([CH3:20])[CH2:18][CH2:17][C@@:14]4([C:15]=2[CH:16]=1)[C@H:9]3[CH2:10][CH2:11][C:12](=[O:21])[CH2:13]4.C([O-])([O-])=O.[K+].[K+].[N:28]#CBr>C(Cl)(Cl)Cl>[C:20]([N:19]1[CH2:18][CH2:17][C@@:14]23[C:15]4[CH:16]=[C:3]([O:2][CH3:1])[CH:4]=[CH:5][C:6]=4[CH2:7][C@@H:8]1[C@@H:9]2[CH2:10][CH2:11][C:12](=[O:21])[CH2:13]3)#[N:28]

Participants

5

Reactant 3

HCID 10476Cyanogen BromideHCID 11430Potassium CarbonateHCID 13245269HCID 13245269, compound

Product 1

HCID 53912372HCID 53912372, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

An 8.4 g sample of 3-methoxy-17-methylmorphinan-6-one (prepared as in Part 6A) in 85 ml of chloroform containing 6.09 g of dry K2CO3 was reacted with 3.8 g of cyanogen bromide and the product isolated as described in Example 1B. The product was crystallized from ethanol; yield 6.96 g (80%), mp 211°-214° C.

Workup

  1. customthe product isolated
  2. customThe product was crystallized from ethanol

Sources & evidence

ORD record
ord-ba2117d1abc64428b86ee55055028c2e
Source dataset
uspto-grants-1980_10
Patent number
US04230712

Reaction notes

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