Water → HCID 54485469, compound

HRID 1164559Notes

Reaction equation

HRID 1164559 reaction equation
[C:1]([O:5][CH:6]([CH2:16][S:17][CH2:18][C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1)[CH2:7][S:8][CH2:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1)(=[O:4])[CH:2]=[CH2:3].[CH2:25]([SH:37])[CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH3:36].O>C(O)C>[CH2:25]([S:37][CH2:3][CH2:2][C:1]([O:5][CH:6]([CH2:7][S:8][CH2:9][C:10]1[CH:11]=[CH:12][CH:13]=[CH:14][CH:15]=1)[CH2:16][S:17][CH2:18][C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1)=[O:4])[CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH3:36]

Participants

5

Reactant 3

HCID 962WaterHCID 81951-DodecanethiolHCID 54311286HCID 54311286, compound

Product 1

HCID 54485469HCID 54485469, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of 16.5 grams of 1,3-bis-(benzylthio)-2-propyl acrylate, 9.45 grams of dodecanethiol, and 1 milliliter of "Triton B" in 75 milliliters of ethanol was heated under reflux for 11 hours. The reaction mixture was allowed to cool and was then poured into water. The oil which precipitated was separated by extraction with hexane and the hexane solution was stripped on a rotary evaporator. The residue, which weighed 22.5 grams, was identified as 1,3-bis-(benzylthio)-2-propyl 3-(dodecylthio)propionate by means of its NMR spectrum.

Workup

  1. temperatureunder reflux for 11 hours
  2. temperatureto cool
  3. customThe oil which precipitated
  4. customwas separated by extraction with hexane
  5. customthe hexane solution was stripped on a rotary evaporator

Sources & evidence

ORD record
ord-29bc70cad0e34ed399d8d1ea3f08bb53
Source dataset
uspto-grants-1983_01
Patent number
US04370434

Reaction notes

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