Sodium Hydroxide → 1-Bromo-3-chloro-3-fluoro-7-oxabicyclo[4.1.0]heptane
Reaction equation
Cl[C:2]12[O:8][CH:7]1[CH2:6][CH2:5][C:4]([Cl:10])([F:9])[CH2:3]2.[Br:11]C1(Cl)CCCC(Cl)(F)C1O.[OH-].[Na+]>O>[Br:11][C:2]12[O:8][CH:7]1[CH2:6][CH2:5][C:4]([Cl:10])([F:9])[CH2:3]2Participants
5
Procedure
The same procedure was followed as for the production of 2e in Example 17: it was performed with 0.20 g (0.75 mmol) of alcohol 1i, 3 cm3 of water and 0.12 g (3 mmol) of sodium hydroxide. Reaction time: 1 h 15 min; ether extraction (4×7 cm3). After treatment, 0.15 g of epoxide 2g were obtained (macrobore GC purity>97.5%), having a yield of 80%.
Workup
- customReaction time
- custom1 h 15 min
- extractionether extraction (4×7 cm3)
Sources & evidence
- ORD record
- ord-b199ff4f1c1642b6a42177312296b564
- Source dataset
- uspto-grants-1995_06
- Patent number
- US05424460
Reaction notes
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