Sodium hydride → HCID 178453877、化合物

To a mixture of sodium hydride (1.06 g) and anhydrous tetrahydrofuran (50 ml) was added cyclopropyl-triphenylphosphonium bromide (10.13 g), the mixture was heated under reflux for 1 hour. The reaction mixture was cooled to ambient temperature, and then thereto was added a mixture of t-butyl trans-4-formylcyclohexylcarbamate (3.00 g), tris[2-(2-methoxyethoxy)ethyl]amine (427 mg) and anhydrous tetrahydrofuran (15 ml). The resulting mixture was heated under reflux for 1 hour. The reaction mixture was cooled to ambient temperature, and then saturated aqueous ammonium chloride was added to the reaction mixture. The reaction mixture was extracted with ethyl acetate, the organic layer was washed with brine, dried over sodium sulfate, and then the solvent was removed in vacuo. The residue was purified by a silica gel chromatography (eluent: gradient from 100% hexane/0% ethyl acetate to 0% hexane/100% ethyl acetate) to give 1.43 g of t-butyl trans-4-cyclopropylidenemethylcyclohexylcarbamate.

1. temperaturethe mixture was heated
2. temperatureunder reflux for 1 hour
3. additionwas added
4. temperatureThe resulting mixture was heated
5. temperatureunder reflux for 1 hour
6. temperatureThe reaction mixture was cooled to ambient temperature
7. extractionThe reaction mixture was extracted with ethyl acetate
8. washthe organic layer was washed with brine
9. dry with materialdried over sodium sulfate
10. customthe solvent was removed in vacuo
11. customThe residue was purified by a silica gel chromatography (eluent: gradient from 100% hexane/0% ethyl acetate to 0% hexane/100% ethyl acetate)

ORDレコード

ord-9270142efa654b0cbefa7320fe97f2c8

出典データセット

uspto-grants-2010_08

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US07767854B2