Crotonaldehyde → HCID 536251, compound

HRID 1907129Notes

Reaction equation

[C:1]([OH:4])(=[S:3])[CH3:2].[CH:5](=[O:9])/[CH:6]=[CH:7]/[CH3:8]>>[C:1]([S:3][CH:7]([CH3:8])[CH2:6][CH:5]=[O:9])(=[O:4])[CH3:2]

Participants

Reactant 2

HCID 447466Crotonaldehyde

HCID 178418634HCID 178418634, compound

Product 1

HCID 536251HCID 536251, compound

Procedure

Thioacetic acid (385 mL, 5.4 mol, commercially available from Sigma-Aldrich, Inc., Inc.) and crotonaldehyde (440 mL, 5.4 mol, commercially available from Acros Organics) were used to provide 3-(acetylthio)butanal (640 g), which was treated with sodium borohydride (NaBH4, commercially available from Acros Organics) to provide 3-acetylthio-1-butanol, which was consequently hydrolyzed, and distilled under vacuum to provide the product of 3-mercapto-1-butanol (165 g), which had boiling points of 90° C. at a pressure of 29 mmHg, and 85° C. at 18 mmHg.

Sources & evidence

ORD record: ord-562877e42e814ef8906f24df9093eea8
Source dataset: uspto-grants-2013_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08598110B2

Reaction notes

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