Acrolein → 3-(Butylthio)propionaldehyde

HRID 1287552Notes

Reaction equation

HRID 1287552 reaction equation
[CH2:1]([SH:5])[CH2:2][CH2:3][CH3:4].[CH:6]([CH:8]=[CH2:9])=[O:7]>N1CCCCC1>[CH2:1]([S:5][CH2:9][CH2:8][CH:6]=[O:7])[CH2:2][CH2:3][CH3:4]

Participants

4

Reactant 2

HCID 7847AcroleinHCID 8012Butanethiol

Product 1

HCID 880303-(Butylthio)propionaldehyde

Reagents, catalysts & solvents 1

HCID 8082PiperidineCatalyst

Procedure

n-Butyl mercaptan (1 mole) was stirred with 80-100 petroleum ether (150 ml) at 10° C and piperidine catalyst (0.02 gm) was added. To this, acrolein (1 mole) was added dropwise over a period of 2 hours. The reaction mixture was allowed to warm up to room temperature whereupon stirring was continued for a further 36 hours. The mixture was then distilled under reduced pressure to yield a β-n-butylmercaptopropionaldehyde fraction (0.92 mole) having a boiling range 55°-57° C at a pressure of 1-2 mm of Hg. The reaction mixture was maintained under a blanket of nitrogen at all time throughout the preparation.

Workup

  1. distillationThe mixture was then distilled under reduced pressure

Sources & evidence

ORD record
ord-4a68244a65444e778a7894459dae3492
Source dataset
uspto-grants-1976_10
Patent number
US03985710

Reaction notes

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