(2-Ethoxy-3-isopropylphenyl)methanol → 2-Ethoxy-3-isopropylbenzaldehyde

HRID 2097033노트

반응식

HRID 2097033 반응식
[CH2:1]([O:3][C:4]1[C:9]([CH:10]([CH3:12])[CH3:11])=[CH:8][CH:7]=[CH:6][C:5]=1[CH2:13][OH:14])[CH3:2]>C1C=CC=CC=1.O=[Mn]=O>[CH2:1]([O:3][C:4]1[C:9]([CH:10]([CH3:11])[CH3:12])=[CH:8][CH:7]=[CH:6][C:5]=1[CH:13]=[O:14])[CH3:2]

참가 물질

4

반응물 1

HCID 59277552(2-Ethoxy-3-isopropylphenyl)methanol

생성물 1

HCID 592775432-Ethoxy-3-isopropylbenzaldehyde수율 42.6%

시약·촉매·용매 2

HCID 14801Manganese dioxide촉매HCID 241Benzene용매

실험 절차

MnO2 (9.49 g, 109 mmol) was added to a stirring solution of (2-ethoxy-3-isopropylphenyl)methanol (3.54 g, 18.2 mmol) in benzene (175 mL) under N2. After stirring for 48 h, the solution was filtered over diatomaceous earth and the pad rinsed with CH2Cl2 (200 mL), and the solution was concentrated to a clear oil. Purification by column chromatography (silica gel, hexanes/EtOAc, 100 to 98:2) gave the title compound (1.49 g, 42%) as a light yellow oil: 1H NMR (300 MHz, DMSO-d6) δ 10.26 (s, 1H), 7.67 (dd, J=7.6, 1.7 Hz, 1H), 7.59 (dd, J=7.6, 1.7 Hz, 1H), 7.28 (t, J=7.6 Hz, 1H), 3.97 (q, J=6.9 Hz, 2H), 3.32-3.30 (m, 1H), 1.39 (t, J=6.9 Hz, 3H), 1.21 (d, J=6.9 Hz, 6H).

후처리

  1. filtrationthe solution was filtered over diatomaceous earth
  2. washthe pad rinsed with CH2Cl2 (200 mL)
  3. concentrationthe solution was concentrated to a clear oil
  4. customPurification by column chromatography (silica gel, hexanes/EtOAc, 100 to 98:2)

출처 및 근거

ORD 기록
ord-646162bf8f7a402ab09fb3276e8de685
출처 데이터셋
uspto-grants-2013_05
특허 번호
US08450307B2

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