Water → HCID 54460727, compound

HRID 1164557Notes

Reaction equation

HRID 1164557 reaction equation
[C:1]([O:5][CH:6]([CH2:15][S:16][C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1)[CH2:7][S:8][C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1)(=[O:4])[CH:2]=[CH2:3].[CH2:23]([SH:35])[CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH3:34].O>C(O)C>[CH2:23]([S:35][CH2:3][CH2:2][C:1]([O:5][CH:6]([CH2:7][S:8][C:9]1[CH:10]=[CH:11][CH:12]=[CH:13][CH:14]=1)[CH2:15][S:16][C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1)=[O:4])[CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH3:34]

Participants

5

Reactant 3

HCID 962WaterHCID 81951-DodecanethiolHCID 230705341,3-Bis(phenylsulfanyl)propan-2-yl prop-2-enoate

Product 1

HCID 54460727HCID 54460727, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of 15 grams of 1,3-bis-(phenylthio)-2-propyl acrylate, 9.2 grams of dodecanethiol, and 1 milliliter of "Triton B" in 75 milliliters of ethanol was heated under reflux for 53/4 hours. The reaction mixture was allowed to cool and was then poured into water. The oil which precipitated was separated by extraction with toluene and the toluene solution was stripped on a rotary evaporator. There remained 24.0 grams of a light colored oil which was identified as 1,3-bis-(phenylthio)-2-propyl 3-(dodecylthio)propionate by means of its NMR spectrum.

Workup

  1. temperatureunder reflux for 53/4 hours
  2. temperatureto cool
  3. customThe oil which precipitated
  4. customwas separated by extraction with toluene
  5. customthe toluene solution was stripped on a rotary evaporator

Sources & evidence

ORD record
ord-ac829326928a43e5b5d0f44339adef7c
Source dataset
uspto-grants-1983_01
Patent number
US04370434

Reaction notes

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