Sodium Hydroxide → 3-Chloro-1,3-difluoro-7-oxabicyclo[4.1.0]heptane

HRID 21826Notes

Reaction equation

HRID 21826 reaction equation
Cl[C:2]12[O:8][CH:7]1[CH2:6][CH2:5][C:4]([Cl:10])([F:9])[CH2:3]2.ClC1(F)CCCC(Cl)([F:18])C1O.[OH-].[Na+]>O>[Cl:10][C:4]1([F:9])[CH2:5][CH2:6][CH:7]2[C:2]([F:18])([O:8]2)[CH2:3]1

Participants

5

Reactant 3

HCID 14798Sodium HydroxideHCID 189709542,6-Dichloro-2,6-difluorocyclohexanolHCID 189709661,3-Dichloro-3-fluoro-7-oxabicyclo[4.1.0]heptane

Product 1

HCID 189709453-Chloro-1,3-difluoro-7-oxabicyclo[4.1.0]heptane

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

The same procedure was employed as for the preparation of 2e in Example 17: it was performed with 0.18 g (0.88 mmol) of pure alcohol 1g, 3 cm of distilled water and 0.12 g (3 mmol) of sodium hydroxide, reaction time was 1 h 15 min; ether extraction (3×12 cm). After treatment, 0.13 g of epoxide 2f were obtained (macrobore GC purity>98%). The yield of epoxide 2f was 81%.

Workup

  1. extractionether extraction (3×12 cm)

Sources & evidence

ORD record
ord-786d484b8dd64db3b16c5df468086393
Source dataset
uspto-grants-1995_06
Patent number
US05424460

Reaction notes

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