Boron trifluoride etherate → 3-(Tetrahydropyran-2-ylthio)-2-methylpropanoic acid

HRID 262580Notes

Reaction equation

HRID 262580 reaction equation
[SH:1][CH2:2][CH:3]([CH3:7])[C:4]([OH:6])=[O:5].[O:8]1[CH:13]=[CH:12][CH2:11][CH2:10][CH2:9]1.B(F)(F)F.CCOCC.C(=O)([O-])[O-].[K+].[K+]>C1C=CC=CC=1>[O:8]1[CH2:13][CH2:12][CH2:11][CH2:10][CH:9]1[S:1][CH2:2][CH:3]([CH3:7])[C:4]([OH:6])=[O:5]

Participants

6

Reactant 4

HCID 8000Boron trifluoride etherateHCID 80803,4-dihydro-2H-pyranHCID 11430Potassium CarbonateHCID 1529103-Mercaptoisobutyric acid

Product 1

HCID 213191383-(Tetrahydropyran-2-ylthio)-2-methylpropanoic acid

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

To a solution of 3-mercapto-2-methylpropanoic acid (2.4 g.) and freshly distilled 2,3-dihydro-4H-pyrane (1.9 g.) in benzene (60 ml.), boron trifluoride etherate (2.8 g.) is added. After two hours, potassium carbonate (4 g.) is added, the mixture is stirred and filtered. The filtrate is concentrated to dryness to yield 3-(tetrahydropyran-2-ylthio)-2-methylpropanoic acid.

Workup

  1. filtrationfiltered
  2. concentrationThe filtrate is concentrated to dryness

Sources & evidence

ORD record
ord-10307668966946388033a050c144c49e
Source dataset
uspto-grants-1979_05
Patent number
US04154840

Reaction notes

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