반응 #1404

반응 방정식

potassium fluoride

3-(3-cyclopentyloxy-4-methoxyphenyl)-3-trimethylsilylethynylcyclohexan-1-one

H2O

→

3-(3-cyclopentyloxy-4-methoxyphenyl)-3-ethynylcyclohexan-1-one

용매

N,N-dimethylformamide

반응 조건

후처리

1. 1
   기타the solvent was removed in vacuo
2. 2
   기타the residue was partitioned between water and ethyl acetate
3. 3
   추출the aqueous layer was extracted twice with ethyl acetate
4. 4
   추출the combined extract
5. 5
   건조was dried (magnesium sulfate)
6. 6
   기타was evaporated
7. 7
   기타Purification by flash chromatography
8. 8
   세척eluting with 4:1 hexanes/ethyl acetate
9. 9
   기타provided a clear colorless oil

실험 절차

A mixture of potassium fluoride (900 mg, 15.6 mmol) and 3-(3-cyclopentyloxy-4-methoxyphenyl)-3-trimethylsilylethynylcyclohexan-1-one (0.3 g, 0.78 mmol) were stirred in dry N,N-dimethylformamide (3 mL) under an argon atmosphere. After 18 h, the solvent was removed in vacuo, the residue was partitioned between water and ethyl acetate, the aqueous layer was extracted twice with ethyl acetate, the combined extract was dried (magnesium sulfate) and was evaporated. Purification by flash chromatography, eluting with 4:1 hexanes/ethyl acetate provided a clear colorless oil. Anal. (C20H24O3.1/10 H2O) calcd: C 76.45, H 7.76; found: C 76.32, H 7.60.

출처