Boron trifluoride etherate → Methyl 3-(2-Hydroxy-2-methoxycarbonyl-1,1-diphenylethoxy)-2,2-dimethylpropionate

HRID 397331Notes

Reaction equation

HRID 397331 reaction equation
[C:1]1([C:7]2([C:14]3[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=3)[O:13][CH:8]2[C:9]([O:11][CH3:12])=[O:10])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[OH:20][CH2:21][C:22]([CH3:28])([CH3:27])[C:23]([O:25][CH3:26])=[O:24].B(F)(F)F.CCOCC>C(OCC)C>[OH:13][CH:8]([C:9]([O:11][CH3:12])=[O:10])[C:7]([C:14]1[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=1)([C:1]1[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1)[O:20][CH2:21][C:22]([CH3:28])([CH3:27])[C:23]([O:25][CH3:26])=[O:24]

Participants

5

Reactant 3

HCID 8000Boron trifluoride etherateHCID 84152Methyl 3-hydroxypivalateHCID 10587027Methyl 3,3-diphenyloxirane-2-carboxylate

Product 1

HCID 15379668Methyl 3-(2-Hydroxy-2-methoxycarbonyl-1,1-diphenylethoxy)-2,2-dimethylpropionate

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

12.7 g (50 mmol) of methyl 3,3-diphenyl-2,3-epoxypropionate were dissolved in 50 ml of diethyl ether, 6.6 g (50 mmol) of methyl 3-hydroxy-2,2-dimethylpropionate and 1 ml of BF3.Et2O were added, and the mixture was stirred at room temperature for 18 h. The solvent was evaporated off, and the oily residue was reacted without further purification and characterization.

Workup

  1. customThe solvent was evaporated off
  2. customthe oily residue was reacted without further purification and characterization

Sources & evidence

ORD record
ord-f1c76e63588a400c8f20e739c15ec90c
Source dataset
uspto-grants-2003_08
Patent number
US06610691B1

Reaction notes

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