2-Isopropylphenol → 4-(2-Isopropyl-phenoxy)-benzaldehyde

HRID 2040110

反応式

HRID 2040110 の反応式
F[C:2]1[CH:9]=[CH:8][C:5]([CH:6]=[O:7])=[CH:4][CH:3]=1.[CH:10]([C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=1[OH:19])([CH3:12])[CH3:11].C(=O)([O-])[O-].[K+].[K+]>CN(C)C(=O)C>[CH:10]([C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=1[O:19][C:2]1[CH:9]=[CH:8][C:5]([CH:6]=[O:7])=[CH:4][CH:3]=1)([CH3:12])[CH3:11]

参加物

5

反応物 3

HCID 69432-IsopropylphenolHCID 11430Potassium CarbonateHCID 680234-Fluorobenzaldehyde

生成物 1

HCID 226841824-(2-Isopropyl-phenoxy)-benzaldehyde収率 77.5%

試薬・触媒・溶媒 1

HCID 31374Dimethylacetamide溶媒

反応条件

温度
150 °C

実験手順

To a mixture of 4-fluoro-benzaldehyde (1.5 g, 12.08 mmol) and 2-isopropyl-phenol (1.64 g, 12.08 mmol) in anhydrous N,N-dimethyl acetamide (20 mL) was added granulated potassium carbonate (3.7 g, 26.58 mmol). The reaction mixture was stirred at 150° C. for 18 hours and was partitioned between ethyl acetate and brine. The ethyl acetate layer was washed with saturated aqueous hydrogenocarbonate solution, brine, dried over Na2SO4, filtered, and the solvent evaporated in vacuo to yield a crude oil. The crude oil was purified via flash chromatography (15% ethyl acetate in n-heptane) to yield 4-(2-Isopropyl-phenoxy)-benzaldehyde as a gum (2.25 g, 77%).

後処理

  1. customwas partitioned between ethyl acetate and brine
  2. washThe ethyl acetate layer was washed with saturated aqueous hydrogenocarbonate solution, brine
  3. dry with materialdried over Na2SO4
  4. filtrationfiltered
  5. customthe solvent evaporated in vacuo
  6. customto yield a crude oil
  7. customThe crude oil was purified via flash chromatography (15% ethyl acetate in n-heptane)

出典と根拠

ORDレコード
ord-ef1f5f9eb948457884b313fb138f8f37
出典データセット
uspto-grants-2013_11
特許番号
US08580832B2

関連ノート

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