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

HRID 1362287ノート

反応式

HRID 1362287 の反応式
[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]

参加物

4

反応物 1

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

生成物 1

HCID 592775432-Ethoxy-3-isopropylbenzaldehyde収率 42.6%

試薬・触媒・溶媒 2

HCID 14801Manganese dioxide触媒HCID 241Benzene溶媒

実験手順

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).

後処理

  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)

出典と根拠

ORDレコード
ord-49bbf79ad6314374adcd8632e8412280
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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