Bromomethylcyclopropane → HCID 70586749, compound

HRID 904209Notes

Reaction equation

HRID 904209 reaction equation
[ClH:1].[CH3:2][O:3][C:4]1[CH:5]=[CH:6][C:7]2[CH2:8][C@H:9]3[NH:20][CH2:19][CH2:18][C@@:15]4([C:16]=2[CH:17]=1)[C@H:10]3[C@@H:11]([CH3:22])[CH2:12][C:13](=[O:21])[CH2:14]4.[CH:23]1([CH2:27]Br)[CH2:26][CH2:25][CH2:24]1.C1(CBr)CC1>>[ClH:1].[CH:23]1([CH2:27][N:20]2[CH2:19][CH2:18][C@@:15]34[C:16]5[CH:17]=[C:4]([O:3][CH3:2])[CH:5]=[CH:6][C:7]=5[CH2:8][C@@H:9]2[C@@H:10]3[C@@H:11]([CH3:22])[CH2:12][C:13](=[O:21])[CH2:14]4)[CH2:26][CH2:25][CH2:24]1

Participants

4

Reactant 3

HCID 81503BromomethylcyclopropaneHCID 2734658(Bromomethyl)cyclobutaneHCID 70586442HCID 70586442, compound

Product 1

HCID 70586749HCID 70586749, compoundYield 34%

Procedure

A sample of 3-methoxy-8β-methylmorphinan-6-one hydrochloride (prepared in Example 1C) was treated as in Example 1D, except that cyclobutylmethyl bromide (1.5 eq) was substituted for the cyclopropylmethyl bromide. The product was isolated as in Example 1D and converted to the hydrochloride salt, yield 34%, mp 217°-220° C.

Workup

  1. customThe product was isolated as in Example 1D

Sources & evidence

ORD record
ord-b7ef6a0b18914503b8a8fb885b22b6ee
Source dataset
uspto-grants-1980_10
Patent number
US04230712

Reaction notes

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