Water → HCID 54485469, compound

HRID 1902385Notes

Reaction equation

HRID 1902385 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-8057f9c5c623428eac95165347853b5b
Source dataset
uspto-grants-1982_12
Patent number
US04362887

Reaction notes

Loading…