Potassium Hydroxide → 3,4-dihydro-2,2-dimethyl-3,4-epoxy-6-pentafluoroethyl-2H-1-benzopyran

HRID 36874Notes

Reaction equation

HRID 36874 reaction equation
Br[CH:2]1[CH:7]([OH:8])[C:6]2[CH:9]=[C:10]([C:13]([F:19])([F:18])[C:14]([F:17])([F:16])[F:15])[CH:11]=[CH:12][C:5]=2[O:4][C:3]1([CH3:21])[CH3:20].[OH-].[K+]>C(OCC)C>[CH3:20][C:3]1([CH3:21])[CH:2]2[O:8][CH:7]2[C:6]2[CH:9]=[C:10]([C:13]([F:19])([F:18])[C:14]([F:17])([F:16])[F:15])[CH:11]=[CH:12][C:5]=2[O:4]1

Participants

4

Reactant 2

HCID 14797Potassium HydroxideHCID 193706513-bromo-3,4-dihydro-2,2-dimethyl-6-pentafluoroethyl-2H-1-benzopyran-4-ol

Product 1

HCID 199363903,4-dihydro-2,2-dimethyl-3,4-epoxy-6-pentafluoroethyl-2H-1-benzopyranYield 96.2%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

To 1.5 l of diethyl ether was added 12.63 g (33.67 mmol) of 3-bromo-3,4-dihydro-2,2-dimethyl-6-pentafluoroethyl-2H-1-benzopyran-4-ol synthesized according to the process of JP-B-2-237985, and 30.2 g of potassium hydroxide was added thereto, followed by stirring at room temperature for 54 hours. The insoluble material was removed by filtration, and the solvent was removed by distillation under reduced pressure to yield 9.5 g (96.2%) of 3,4-dihydro-2,2-dimethyl-3,4-epoxy-6-pentafluoroethyl-2H-1-benzopyran.

Workup

  1. customsynthesized
  2. additionwas added
  3. customThe insoluble material was removed by filtration
  4. customthe solvent was removed by distillation under reduced pressure

Sources & evidence

ORD record
ord-fe95702c48d94bb29eb304e32c6b377b
Source dataset
uspto-grants-1995_05
Patent number
US05418232

Reaction notes

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