Acetic Acid → 4-Oxo-1-phenylcyclohexanenitrile

반응식

COC([CH:5]1[CH2:10][C:9]([C:17]#[N:18])([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[CH2:8][CH2:7][C:6]1=[O:19])=O.C(O)(=O)C>S(=O)(=O)(O)O.O>[O:19]=[C:6]1[CH2:7][CH2:8][C:9]([C:11]2[CH:12]=[CH:13][CH:14]=[CH:15][CH:16]=2)([C:17]#[N:18])[CH2:10][CH2:5]1

참가 물질

실험 절차

5-cyano-2-oxo-5-phenyl cyclohexane carboxylic acid methyl ester (16.1 g, 63 mmol) was dissolved in 10% sulphuric acid (218 mL) and conc. acetic acid (502 mL) and stirred for 21 h at 100° C. For work up the batch was carefully diluted with water (400 mL) with ice cooling, extracted with ethyl acetate (3×100 mL), the organic phase washed thoroughly with water (6×100 mL), saturated NaHCO3 solution (10×100 mL) and saturated NaCl solution (1×100 mL). After drying with Na2SO4 the solvent was distilled off in a vacuum.

후처리

extractionextracted with ethyl acetate (3×100 mL)
washthe organic phase washed thoroughly with water (6×100 mL), saturated NaHCO3 solution (10×100 mL) and saturated NaCl solution (1×100 mL)
dry with materialAfter drying with Na2SO4 the solvent
distillationwas distilled off in a vacuum

출처 및 근거

ORD 기록: ord-e0defa986ba9444897ad8eb8db284e73
출처 데이터셋: uspto-grants-2014_09
DOI: 10.6084/m9.figshare.5104873.v1
특허 번호: US08835689B2

반응 노트

불러오는 중…

참가 물질

반응물 2

HCID 176Acetic Acid

HCID 582396Methyl 5-cyano-2-oxo-5-phenylcyclohexanecarboxylate

생성물 1

HCID 912824-Oxo-1-phenylcyclohexanenitrile

시약·촉매·용매 2

HCID 962Water용매

HCID 1118Sulfuric Acid용매

실험 절차

후처리

extractionextracted with ethyl acetate (3×100 mL)
washthe organic phase washed thoroughly with water (6×100 mL), saturated NaHCO3 solution (10×100 mL) and saturated NaCl solution (1×100 mL)
dry with materialAfter drying with Na2SO4 the solvent
distillationwas distilled off in a vacuum

출처 및 근거

ORD 기록: ord-e0defa986ba9444897ad8eb8db284e73
출처 데이터셋: uspto-grants-2014_09
DOI: 10.6084/m9.figshare.5104873.v1
특허 번호: US08835689B2

반응 노트

불러오는 중…