Methyl Bromide → 51572-98-6

HRID 1973686Notes

Reaction equation

HRID 1973686 reaction equation
[OH:1][C:2]1[CH:3]=[C:4]([C@H:8]2[CH2:13][CH2:12][CH2:11][CH2:10][C@H:9]2[N:14]2[CH2:18][CH2:17][CH2:16][CH2:15]2)[CH:5]=[CH:6][CH:7]=1.[CH3:19][Br:20]>C(C(C)=O)C>[CH3:19][N+:14]1([C@H:9]2[C@@H:8]([C:4]3[CH:5]=[CH:6][CH:7]=[C:2]([OH:1])[CH:3]=3)[CH2:13][CH2:12][CH2:11][CH2:10]2)[CH2:18][CH2:17][CH2:16][CH2:15]1.[Br-:20]

Participants

4

Reactant 2

HCID 6323Methyl BromideHCID 22795184HCID 22795184, compound

Product 1

HCID 19119251572-98-6

Reagents, catalysts & solvents 1

HCID 6569Methyl Ethyl KetoneSolvent

Procedure

A solution of cis-2-(3-hydroxyphenyl)-1-pyrrolidinocyclohexane (0.6g) in ethylmethyl ketone was cooled in an ice/water bath and methyl bromide (1.5 ml) was added. The flask was tightly stoppered and set aside at room temperature for 72 hours. The solid (0.7g) was collected and recrystallised from ethyl acetate/ethanol to give cis-2-(3-hydroxyphenyl)-1-pyrrolidinocyclohexane methobromide (0.4g) m.p. 189° to 192° C.

Workup

  1. customThe solid (0.7g) was collected
  2. customrecrystallised from ethyl acetate/ethanol

Sources & evidence

ORD record
ord-19b81f822bca4d6e92af5cf2f644d6ea
Source dataset
uspto-grants-1976_12
Patent number
US03998843

Reaction notes

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