HCID 70581408, compound → HCID 22808438, compound

HRID 1732811Notes

Reaction equation

HRID 1732811 reaction equation
Cl.[O:2]([C:9]1[CH:10]=[CH:11][C:12]2[CH2:13][C@H:14]3[N:25]([CH2:26][CH:27]4[CH2:30][CH2:29][CH2:28]4)[CH2:24][CH2:23][C@@:20]4([C:21]=2[CH:22]=1)[C@H:15]3[CH2:16][CH2:17][CH2:18][CH2:19]4)[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1>CO>[O:2]([C:9]1[CH:10]=[CH:11][C:12]2[CH2:13][C@H:14]3[N:25]([CH2:26][CH:27]4[CH2:30][CH2:29][CH2:28]4)[CH2:24][CH2:23][C@@:20]4([C:21]=2[CH:22]=1)[C@H:15]3[CH2:16][CH2:17][CH2:18][CH2:19]4)[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1

Participants

3

Reactant 1

HCID 70581408HCID 70581408, compound

Product 1

HCID 22808438HCID 22808438, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

The above base, 1.1 g. (0.003 mol), on treatment with hydrogen chloride (anhydrous) in ethyl acetate, afforded the crude hydrochloride which after crystallization from ethyl acetate gave 1.2 g. (100%) of pure (--)-3-phenoxy-N-cyclobutylmethylmorphinan hydrochloride, m.p. 175°-177°, [α]D25 =-66.59° (c 1.03, MeOH).

Workup

  1. customafter crystallization from ethyl acetate
  2. customgave 1.2 g

Sources & evidence

ORD record
ord-960aa6b6bda94408b96ea3918c134ec9
Source dataset
uspto-grants-1980_12
Patent number
USRE030452

Reaction notes

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