Triethylene Glycol → 1,1-Dimethoxy-7-mercapto-3,7-dimethyloctane

HRID 1605129Notes

Reaction equation

HRID 1605129 reaction equation
C(O)COCCOCCO.NC(N)=[S:13].[CH3:15][O:16][CH:17]([O:28][CH3:29])[CH2:18][CH:19]([CH3:27])[CH2:20][CH2:21][CH2:22][C:23](Cl)([CH3:25])[CH3:24].NCCNCCNCCNCCN>>[CH3:15][O:16][CH:17]([O:28][CH3:29])[CH2:18][CH:19]([CH3:27])[CH2:20][CH2:21][CH2:22][C:23]([SH:13])([CH3:25])[CH3:24]

Participants

5

Reactant 4

HCID 8172Triethylene GlycolHCID 8197TetraethylenepentamineHCID 2723790ThioureaHCID 215493461,1-Dimethoxy-7-chloro-3,7-dimethyloctane

Product 1

HCID 215493991,1-Dimethoxy-7-mercapto-3,7-dimethyloctane

Procedure

To a mixture of 100 ml. of triethylene glycol and 42 g. of thiourea, at 75°-80°, slowly added one equivalent of 1,1-dimethoxy-7-chloro-3,7-dimethyloctane, with stirring, keeping the temperature below 130°. When the reaction mixture is homogeneous, the reaction is continued 12 hours and then one equivalent of tetraethylenepentamine is added slowly. Then the reaction mixture is heated to reflux until the head temperature is constant. The mixture is then distilled to give crude 1,1-dimethoxy-7-mercapto-3,7-dimethyloctane which is purified by fractional distillation.

Workup

  1. additionTo a mixture of 100 ml
  2. customthe temperature below 130°
  3. temperatureThen the reaction mixture is heated
  4. temperatureto reflux until the head temperature
  5. distillationThe mixture is then distilled

Sources & evidence

ORD record
ord-b62a8c288a3749f7b8148645733f7220
Source dataset
uspto-grants-1976_04
Patent number
US03948996

Reaction notes

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