Hydrochloric Acid → HCID 54113391, compound

HRID 1164555Notes

Reaction equation

HRID 1164555 reaction equation
[C:1]([O:5][CH:6]([CH2:21][S:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH3:34])[CH2:7][S:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH3:20])(=[O:4])[CH:2]=[CH2:3].[CH2:35]([SH:47])[CH2:36][CH2:37][CH2:38][CH2:39][CH2:40][CH2:41][CH2:42][CH2:43][CH2:44][CH2:45][CH3:46].Cl>C(O)C.O>[CH2:35]([S:47][CH2:3][CH2:2][C:1]([O:5][CH:6]([CH2:7][S:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH3:20])[CH2:21][S:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH3:34])=[O:4])[CH2:36][CH2:37][CH2:38][CH2:39][CH2:40][CH2:41][CH2:42][CH2:43][CH2:44][CH2:45][CH3:46]

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 81951-DodecanethiolHCID 53845741HCID 53845741, compound

Product 1

HCID 54113391HCID 54113391, compound

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Procedure

A solution of 23.0 grams of 1,3-bis(dodecylthio)-2-propyl acrylate, 9.05 grams of dodecanethiol and 1 milliliter of "Triton B" in 75 milliliters of ethanol was heated under reflux for 6 hours. The reaction mixture was allowed to cool and was then poured into a solution of 5 milliliters of concentrated hydrochloric acid in 300 milliliters of water. The light colored oil which precipitated crystallized on stirring and the crystalline solid was filtered off and allowed to dry. The product, 1,3-bis(dodecylthio)-2-propyl 3-(dodecylthio)propionate, weighed 31.5 grams and melted at 31°-32° C.

Workup

  1. temperatureunder reflux for 6 hours
  2. temperatureto cool
  3. customThe light colored oil which precipitated
  4. customcrystallized
  5. filtrationthe crystalline solid was filtered off
  6. customto dry

Sources & evidence

ORD record
ord-ffab9e2ffabb4410a52e01ac403b2786
Source dataset
uspto-grants-1983_01
Patent number
US04370434

Reaction notes

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