Sodium methanethiolate → HCID 69018301, compound

HRID 1436946Notes

Reaction equation

HRID 1436946 reaction equation
[CH3:1][S-:2].[Na+].Cl[CH2:5][C@@H:6]([NH:16][C:17](=[O:19])[CH3:18])[CH2:7][C:8]1[CH:13]=[CH:12][C:11]([O:14][CH3:15])=[CH:10][CH:9]=1>O1CCCC1>[CH3:15][O:14][C:11]1[CH:12]=[CH:13][C:8]([CH2:7][C@H:6]([NH:16][C:17](=[O:19])[CH3:18])[CH2:5][S:2][CH3:1])=[CH:9][CH:10]=1

Participants

4

Reactant 2

HCID 4378561Sodium methanethiolateHCID 69015194HCID 69015194, compound

Product 1

HCID 69018301HCID 69018301, compoundYield 96.8%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

4 g of sodium thiomethoxide are added at 0-5° C. to a solution of 13.8 g of N-[(1S)-2-chloro-1-(4-methoxybenzyl)ethyl]acetamide in 60 ml of tetra-hydrofuran. After returning to ambient temperature, the suspension is filtered and the solid is washed with 2×10 ml of tetrahydrofuran. The filtrate is concentrated to dryness, providing 14 g of N-[(1S)-1-(4-methoxybenzyl)-2-(methylthio)ethyl]acetamide.

Workup

  1. customAfter returning to ambient temperature
  2. filtrationthe suspension is filtered
  3. washthe solid is washed with 2×10 ml of tetrahydrofuran
  4. concentrationThe filtrate is concentrated to dryness

Sources & evidence

ORD record
ord-b11865f68a124086b87a7e00908f03b8
Source dataset
uspto-grants-2009_11
Patent number
US07619116B2

Reaction notes

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