Ethylene Glycol → 4-(1,3-Dioxolan-2-yl)benzonitrile
반응식
[C:1]([C:3]1[CH:10]=[CH:9][C:6]([CH:7]=[O:8])=[CH:5][CH:4]=1)#[N:2].[CH2:11](O)[CH2:12][OH:13].O>C1(C)C=CC=CC=1.CC1C=CC(S(O)(=O)=O)=CC=1>[O:8]1[CH2:11][CH2:12][O:13][CH:7]1[C:6]1[CH:9]=[CH:10][C:3]([C:1]#[N:2])=[CH:4][CH:5]=1참가 물질
6
실험 절차
To a solution of 4-cyanobenzaldehyde (25 g, 0.190 mol) in dry toluene (300 mL) was added ethyleneglycol (15 g, 0.228 mol) and PTSA (0.5 g) and allowed to reflux at 130° C. with azeotropic removal of water for 12 h. The reaction mixture was cooled, washed with 10% aqueous NaHCO3 (100 mL), dried and concentrated under vacuum. The crude solid was recrystallised from PetEther/EtOAc to give the 4-(1,3-dioxolan-2-yl)benzonitrile (17 g, 51%) as white solid. TLC (PetEther/EtOAc 4/1), Rf=0.6
후처리
- temperatureThe reaction mixture was cooled
- washwashed with 10% aqueous NaHCO3 (100 mL)
- customdried
- concentrationconcentrated under vacuum
- customThe crude solid was recrystallised from PetEther/EtOAc
출처 및 근거
- ORD 기록
- ord-540ba33213644cd489051e9f831fc97a
- 출처 데이터셋
- uspto-grants-2009_09
- 특허 번호
- US07592477B2
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