Isobutyl acrylate → Mercaptopropionic acid isobutyl ester

HRID 1154515

Reaction equation

HRID 1154515 reaction equation
C(=S)([S-])[S-:2].[Na+].[Na+].[C:7]([O:11][CH2:12][CH:13]([CH3:15])[CH3:14])(=[O:10])[CH:8]=[CH2:9]>Cl>[CH2:12]([O:11][C:7](=[O:10])[CH:8]([SH:2])[CH3:9])[CH:13]([CH3:15])[CH3:14]

Participants

4

Reactant 2

HCID 7819Isobutyl acrylateHCID 101753Sodium Trithiocarbonate

Product 1

HCID 14181800Mercaptopropionic acid isobutyl esterYield 79%

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Conditions

Temperature
-10 °C

Procedure

There were present in a stirring apparatus 577.5 grams of a 40% sodium trithiocarbonate solution (corresponding to 1.5 moles). Under stirring at -10° C. there were dropped in 128 grams of isobutyl acrylate (1.0 mole). Post stirring was continued for a further 10 minutes and then the mixture was acidified with 350 ml of 32% hydrochloric acid. After the phase separation the organic phase was fractionally distilled. There were obtained 128 grams of mercaptopropionic acid isobutyl ester (corresponding to a yield of 79%).

Workup

  1. stirringPost stirring
  2. customAfter the phase separation the organic phase
  3. distillationwas fractionally distilled

Sources & evidence

ORD record
ord-b6771bab4bc64356b1c6a5c96657ebee
Source dataset
uspto-grants-1984_12
Patent number
US04490307

Linked notes

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