Methanol → Methyl octyl sulfide

HRID 1154749Notes

Reaction equation

HRID 1154749 reaction equation
[CH2:1]([SH:9])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH3:8].C[O-].[K+].CO.[CH2:15]([S-])CCCCCCC.[K+]>>[CH3:15][S:9][CH2:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH3:8]

Participants

5

Procedure

In a 0.3 liter stainless steel stirred autoclave, 37.9 g (0.26 mole) of n-oct-1-yl mercaptan and 20.3 g (0.29 mole) of potassium methylate were dissolved in 120 ml (3.0 moles) of methanol at 20° C., the resulting potassium octane-1-thiolate solution was heated from 20° to 150° C. in the course of 20 minutes under a carbon monoxide pressure of 300 bar, and the mixture was then kept at this temperature for 15 hours. The carbon monoxide consumed during the reaction was replaced continuously, and the pressure was kept constant at 300 bar. The mixture which emerged from the reactor was distilled under atmospheric pressure, and a methanol/methyl formate mixture was separated off and 38.2 g (92% of theory) of n-octyl methyl sulfide was obtained at 110° C./34 mbar.

Workup

  1. customThe carbon monoxide consumed during the reaction
  2. distillationwas distilled under atmospheric pressure
  3. customa methanol/methyl formate mixture was separated off

Sources & evidence

ORD record
ord-b3c81c4c24cc43c6b29a5c0a898ef531
Source dataset
uspto-grants-1984_12
Patent number
US04490558

Reaction notes

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