[3-Chloro-2-(propan-2-yloxy)phenyl]methanol → 3-Chloro-2-isopropoxybenzaldehyde

HRID 1362269노트

반응식

HRID 1362269 반응식
[Cl:1][C:2]1[C:3]([O:10][CH:11]([CH3:13])[CH3:12])=[C:4]([CH2:8][OH:9])[CH:5]=[CH:6][CH:7]=1>C1C=CC=CC=1.O=[Mn]=O>[Cl:1][C:2]1[C:3]([O:10][CH:11]([CH3:13])[CH3:12])=[C:4]([CH:5]=[CH:6][CH:7]=1)[CH:8]=[O:9]

참가 물질

4

반응물 1

HCID 59277613[3-Chloro-2-(propan-2-yloxy)phenyl]methanol

생성물 1

HCID 592776023-Chloro-2-isopropoxybenzaldehyde수율 31.5%

시약·촉매·용매 2

HCID 14801Manganese dioxide촉매HCID 241Benzene용매

실험 절차

MnO2 (4.86 g, 56.0 mmol) was added to a stirring solution of (3-chloro-2-isopropoxyphenyl)methanol (1.60 g, 8.00 mmol) in benzene (75 mL), under N2. After stirring for 48 h, the solution was filtered over diatomaceous earth, the pad was rinsed with CH2Cl2 (100 mL), and the solution was concentrated to a yellow oil. Purification by column chromatography (silica gel hexanes/EtOAc, 98:2) gave the title compound (0.50 g, 31%) as a clear oil: 1H NMR (300 MHz, DMSO-d6) δ 10.28 (s, 1H), 7.84 (dd, J=7.8, 1.5 Hz, 1H), 7.72 (dd, J=7.8, 1.5 Hz, 1H), 7.31 (t, J=8.1 Hz, 1H), 4.53-4.48 (m, 1H), 1.32 (d, J=6.0 Hz, 6H).

후처리

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

출처 및 근거

ORD 기록
ord-a286f3c8369a4493b575ab94d1eae4d3
출처 데이터셋
uspto-grants-2011_02
특허 번호
US07879872B2

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