Methyl iodide → HCID 13320299, compound

HRID 1262616Notes

Reaction equation

HRID 1262616 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:19]=[CH:20][CH:21]=1)[O:5][C@H:6]1[CH2:10][N:9]([CH2:11][C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[CH2:8][C@H:7]1[OH:18].[CH3:22][I:23]>>[I-:23].[Cl:1][C:2]1[CH:3]=[C:4]([CH:19]=[CH:20][CH:21]=1)[O:5][C@H:6]1[C@@H:7]([OH:18])[CH2:8][N+:9]([CH3:22])([CH2:11][C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[CH2:10]1

Participants

3

Reactant 2

HCID 6328Methyl iodideHCID 70454232HCID 70454232, compound

Product 1

HCID 13320299HCID 13320299, compound

Procedure

A mixture of 15.2 g. (0.05 mole) of cis-4-(3-chlorophenoxy)-1-phenylmethyl-3-pyrrolidinol and 56 g. (0.4 mole) of methyl iodide was heated at reflux for 60 hr. Excess methyl iodide was removed under vacuum. The pasty residue was washed with ether-acetone, leaving 13 g. (59%) of granular tan powder, m.p. 118-25° C.

Workup

  1. additionA mixture of 15.2 g
  2. temperatureat reflux for 60 hr
  3. customExcess methyl iodide was removed under vacuum
  4. washThe pasty residue was washed with ether-acetone
  5. customleaving 13 g

Sources & evidence

ORD record
ord-f9c1dfc0bc83402e88495ab477c0fdf1
Source dataset
uspto-grants-1984_06
Patent number
US04452809

Reaction notes

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