HCID 59277551、化合物 → 3-Chloro-2-propoxybenzaldehyde

HRID 1362273ノート

反応式

HRID 1362273 の反応式
[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]

参加物

4

反応物 1

HCID 59277551HCID 59277551、化合物

生成物 1

HCID 592775713-Chloro-2-propoxybenzaldehyde収率 38%

試薬・触媒・溶媒 2

HCID 14801Manganese dioxide触媒HCID 241Benzene溶媒

実験手順

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).

後処理

  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)

出典と根拠

ORDレコード
ord-c0820065571e486f9186f23bb3802eb1
出典データセット
uspto-grants-2011_02
特許番号
US07879872B2

反応ノート

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