HCID 59277551, 화합물 → 3-Chloro-2-propoxybenzaldehyde

HRID 1362273노트

반응식

HRID 1362273 반응식
[Cl:1][C:2]1[C:3]([O:10][CH2:11][CH2:12][CH3:13])=[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][CH2:11][CH2:12][CH3:13])=[C:4]([CH:5]=[CH:6][CH:7]=1)[CH:8]=[O:9]

참가 물질

4

반응물 1

HCID 59277551HCID 59277551, 화합물

생성물 1

HCID 592775713-Chloro-2-propoxybenzaldehyde수율 38%

시약·촉매·용매 2

HCID 14801Manganese dioxide촉매HCID 241Benzene용매

실험 절차

MnO2 (3.40 g, 39.2 mmol) was added to a stirring solution of (3-chloro-2-propoxyphenyl)methanol (1.12 g, 5.60 mmol) in benzene (54 mL) under N2. After stirring for 48 h, the solution was filtered over diatomaceous earth, the pad rinsed with CH2Cl2 (100 mL), and the solution concentrated to a clear oil. Purification by column chromatography (silica gel, hexanes/EtOAc, 98:2) gave the title compound (0.42 g, 38%) as a clear oil: 1H NMR (300 MHz, DMSO-d6) δ 10.27 (s, 1H), 7.85 (d, J=1.6 Hz, 1H), 7.73 (d, J=1.6 Hz, 1H), 7.32 (t, J=7.8 Hz, 1H), 4.04 (t, J=6.4 Hz, 2H), 1.85-1.78 (m, 2H), 1.03 (t, J=7.3 Hz, 3H).

후처리

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

출처 및 근거

ORD 기록
ord-c0820065571e486f9186f23bb3802eb1
출처 데이터셋
uspto-grants-2011_02
특허 번호
US07879872B2

반응 노트

불러오는 중…