Potassium Hydroxide → HCID 67177193、化合物

Dimethyl (2-oxopropyl)phosphonate (32.06 g, 193 mmol) is added to a chilled (ice-bath) solution of potassium hydroxide (10.83 g, 193 mmol) in water (30 ml) and ethanol (170 ml) and the mixture is stirred. Tetrahydrofuran-3-carboxaldehyde (50% wt. % solution in water, 25 ml, 138 mmol) is added dropwise and the reaction mixture is stirred at 5° C. for 10 minutes. The cooling bath is removed and the mixture is stirred at room temperature for 7 hours. Most of the solvent is removed in vacuo, water (100 ml) and diethyl ether (200 ml) are added, the mixture is poured into a separating funnel and the organic phase collected. The aqueous phase is extracted three times with diethyl ether, and the organic extracts are combined, dried over anhydrous magnesium sulphate, filtered and the filtrate is evaporated in vacuo. The residue is further purified by column chromatography on silica gel, eluting with a mixture of ethyl acetate and hexane to give 4-(tetrahydrofuran-3-yl)-3-buten-2-one as a pale yellow liquid.

1. stirringthe reaction mixture is stirred at 5° C. for 10 minutes
2. customThe cooling bath is removed
3. stirringthe mixture is stirred at room temperature for 7 hours
4. customMost of the solvent is removed in vacuo, water (100 ml) and diethyl ether (200 ml)
5. additionare added
6. additionthe mixture is poured into a separating funnel
7. customthe organic phase collected
8. extractionThe aqueous phase is extracted three times with diethyl ether
9. dry with materialdried over anhydrous magnesium sulphate
10. filtrationfiltered
11. customthe filtrate is evaporated in vacuo
12. customThe residue is further purified by column chromatography on silica gel
13. washeluting with a mixture of ethyl acetate and hexane

ORDレコード

ord-cafd4c47a9d24c2c85dda39dc24b23e0

出典データセット

uspto-grants-2013_09

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US08536351B2