2,3-Bis(mercaptoisobutryl) propionic acid → 2,3-Bis(mercaptoisobutryl)propanol

HRID 704536Notes

Reaction equation

HRID 704536 reaction equation
[SH:1][C:2]([CH3:17])([CH3:16])[C:3]([CH:5]([CH2:9][C:10](=[O:15])[C:11]([SH:14])([CH3:13])[CH3:12])[C:6](O)=[O:7])=[O:4]>O1CCCC1.B.C1COCC1>[SH:1][C:2]([CH3:17])([CH3:16])[C:3]([CH:5]([CH2:9][C:10](=[O:15])[C:11]([SH:14])([CH3:13])[CH3:12])[CH2:6][OH:7])=[O:4]

Participants

4

Reactant 1

HCID 867445382,3-Bis(mercaptoisobutryl) propionic acid

Product 1

HCID 867445372,3-Bis(mercaptoisobutryl)propanol

Reagents, catalysts & solvents 2

HCID 8028TetrahydrofuranSolventHCID 2723981Borane;tetrahydrofuranSolvent

Procedure

To an ice-cold solution of 2,3-bis(mercaptoisobutryl) propionic acid 9 (Scheme 1) (1 mmol) in 10 mL of anhydrous tetrahydrofuran, 1.5 mL of lM BH3.THF is added over a period of 5 minutes (min.). The solution is stirred for another 10 min. and evaporated to dryness. Ten ml of water is added to the residue and the mixture is extracted with ethyl acetate. The organic layer is washed with water, dried and evaporated in vacuo to give the product 21, which is purified by flash column chromatography.

Workup

  1. customevaporated to dryness
  2. additionTen ml of water is added to the residue
  3. extractionthe mixture is extracted with ethyl acetate
  4. washThe organic layer is washed with water
  5. customdried
  6. customevaporated in vacuo

Sources & evidence

ORD record
ord-0b51ebd525aa419d88647dbe15a4bad6
Source dataset
uspto-grants-1991_01
Patent number
US04988496

Reaction notes

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