Water → HCID 54311286, compound

HRID 1164558Notes

Reaction equation

HRID 1164558 reaction equation
C(S)C1C=CC=CC=1.C(S[CH2:22][CH2:23][C:24]([O:26][CH:27]([CH2:42][S:43][CH2:44][CH2:45][CH2:46][CH2:47][CH2:48][CH2:49][CH2:50]CCCCC)[CH2:28][S:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:36]CCCCC)=[O:25])CCCCCCCCCCC.C([O-])(=O)C=C.O>C(O)C>[C:24]([O:26][CH:27]([CH2:28][S:29][CH2:30][C:31]1[CH:32]=[CH:33][CH:34]=[CH:35][CH:36]=1)[CH2:42][S:43][CH2:44][C:45]1[CH:46]=[CH:47][CH:48]=[CH:49][CH:50]=1)(=[O:25])[CH:23]=[CH2:22]

Participants

6

Reactant 4

HCID 962WaterHCID 7509Benzyl mercaptan2×HCID 25188AcrylateHCID 54113391HCID 54113391, compound

Product 1

HCID 54311286HCID 54311286, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

1,3-bis-(benzylthio)-2-propyl acrylate was prepared by using benzyl mercaptan in place of dodecanethiol in the procedure described in Steps (1) and (2) of Example 1. A solution of 14 grams of the acrylate, 5.8 grams of benzyl mercaptan and 1 milliliter of "Triton B" in 75 milliliters of ethanol was heated under reflux for 71/4 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 21.0 grams of a light colored oil which was identified as 1,3-bis-(benzylthio)-2-propyl 3-(benzylthio)propionate by means of its NMR spectrum.

Workup

  1. temperatureunder reflux for 71/4 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-f9d50687ea8549e0974d41dcb94292fd
Source dataset
uspto-grants-1983_01
Patent number
US04370434

Reaction notes

Loading…