Diethyl Ether → HCID 66962058, compound
Reaction equation
[O:1]1[CH2:5][CH2:4][CH2:3][CH2:2]1.[F-].C([N+](C[CH2:21][CH2:22][CH3:23])(CCCC)CCCC)CCC.[CH2:24](OCC)C>>[CH:21]1([CH2:2][C:3](=[CH2:24])[CH2:4][CH2:5][OH:1])[CH2:22][CH2:23]1Participants
Procedure
A 1 M tetrahydrofuran solution of tetrabutylammonium fluoride (6.44 ml, 6.44 mmol) was added to a solution of 2.13 g (5.85 mmol) of the title compound in step (v) of Example XA1 in diethyl ether (5 ml), and the mixture was stirred at room temperature for 10 min. Tetrahydrofuran (5 ml) was added to the reaction solution, and the mixture was stirred at room temperature for 2 hr. An aqueous ammonium chloride solution was added thereto, and the mixture was extracted with diethyl ether. The organic layer was washed with brine, was dried over anhydrous sodium sulfate and was then filtered. The filtrate was concentrated at a low temperature under the reduced pressure, and the residue was purified by distillation to give 545.4 mg (yield 74%) of the title compound.
Sources & evidence
- ORD record
- ord-d31896f1358d4e92aa14bc23c5fb31cd
- Source dataset
- uspto-grants-2011_02
- Patent number
- US07879808B2
Reaction notes
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