Methyl iodide → HCID 19801125, compound

HRID 1646639Notes

Reaction equation

HRID 1646639 reaction equation
[Cl:1][CH2:2][C:3]([NH:5][C:6]([O:8][CH:9]1[CH2:14][CH2:13][C:12]([CH2:16][S:17][CH3:18])([OH:15])[CH:11]([C:19]2([CH3:27])[O:26][CH:20]2[CH2:21][CH:22]=[C:23]([CH3:25])[CH3:24])[CH:10]1[O:28][CH3:29])=[O:7])=[O:4].[CH3:30][I:31]>C(#N)C>[I-:31].[Cl:1][CH2:2][C:3]([NH:5][C:6]([O:8][CH:9]1[CH2:14][CH2:13][C:12]([CH2:16][S+:17]([CH3:30])[CH3:18])([OH:15])[CH:11]([C:19]2([CH3:27])[O:26][CH:20]2[CH2:21][CH:22]=[C:23]([CH3:24])[CH3:25])[CH:10]1[O:28][CH3:29])=[O:7])=[O:4]

Participants

4

Reactant 2

HCID 6328Methyl iodideHCID 19801010HCID 19801010, compound

Product 1

HCID 19801125HCID 19801125, compoundYield 100%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

In acetonitrile (2 ml) was dissolved 4-O-(chloroacetylcarbamoyl)-2-(1,2-epoxy-1,5-dimethyl-4-h-exenyl)-3-methoxy-1-methylthiomethyl-1,4-cyclohexanediol (500 mg). To the solution was added methyl iodide (0.82 ml), and the mixture was stirred for 8 hours. The solvent was distilled off under reduced pressure. The residue was pulverized by the addition of ether to afford 4-O-(N-chloroacetylcarbamoyl)- 2-(1,2-epoxy-1,5-dimethyl-4-hexenyl)-3-methoxy-1-dimethylsulfoniomethyl-1,4-cyclohexanediol iodide (701 mg: yield 100%) as pale yellow powder.

Workup

  1. distillationThe solvent was distilled off under reduced pressure
  2. additionThe residue was pulverized by the addition of ether

Sources & evidence

ORD record
ord-3067979e6534489f9d8b54fb4407e713
Source dataset
uspto-grants-1993_01
Patent number
US05180735

Reaction notes

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