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Acetonitrile → 3-(3-(2-Ethyl-2-hydroxybutoxy)phenyl)-3-hydroxypropanenitrile

HRID 1014583
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HRID 1014583 반응식
[CH2:1]([C:3]([OH:16])([CH2:14][CH3:15])[CH2:4][O:5][C:6]1[CH:7]=[C:8]([CH:11]=[CH:12][CH:13]=1)[CH:9]=[O:10])[CH3:2].[C:17](#[N:19])[CH3:18]>>[CH2:1]([C:3]([OH:16])([CH2:14][CH3:15])[CH2:4][O:5][C:6]1[CH:7]=[C:8]([CH:9]([OH:10])[CH2:18][C:17]#[N:19])[CH:11]=[CH:12][CH:13]=1)[CH3:2]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

3

반응물 2

HCID 6342AcetonitrileHCID 866376153-(2-Ethyl-2-hydroxybutoxy)benzaldehyde

생성물 1

HCID 673168303-(3-(2-Ethyl-2-hydroxybutoxy)phenyl)-3-hydroxypropanenitrile

실험 절차

3-(2-Ethyl-2-hydroxybutoxy)benzaldehyde was reacted with acetonitrile following the method used in Example 13. Purification by flash chromatography (30, 40, 50, 75% EtOAc-hexanes step gradient) gave 3-(3-(2-ethyl-2-hydroxybutoxy)phenyl)-3-hydroxypropanenitrile as an oil. Yield (0.17 g, 79%): 1H NMR (400 MHz, CDCl3) δ 7.23 (t, J=8.0 Hz, 1H), 6.96-6.98 (m, 2H), 6.88-6.91 (m, 1H), 5.02 (t, J=6.4 Hz, 1H), 3.83 (s, 2H), 2.76 (d, J=6.8 Hz, 2H), 1.62-1.68 (m, 4H), 0.92 (t, J=7.6 Hz, 6H).

후처리

  1. customPurification by flash chromatography (30, 40, 50, 75% EtOAc-hexanes step gradient)

출처 및 근거

ORD 기록
ord-9e2a51e268f443e7a38ecc044e085777
출처 데이터셋
uspto-grants-2011_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07982071B2

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