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

HRID 2419449Notes

Reaction equation

HRID 2419449 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 distillled 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-cf192b03bd9847c788456f18f38cb8e9
Source dataset
uspto-grants-1978_08
Patent number
US04105776

Reaction notes

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