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

HRID 2040110

반응식

HRID 2040110 반응식
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]

참가 물질

5

반응물 3

HCID 69432-IsopropylphenolHCID 11430Potassium CarbonateHCID 680234-Fluorobenzaldehyde

생성물 1

HCID 226841824-(2-Isopropyl-phenoxy)-benzaldehyde수율 77.5%

시약·촉매·용매 1

HCID 31374Dimethylacetamide용매

반응 조건

온도
150 °C

실험 절차

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%).

후처리

  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)

출처 및 근거

ORD 기록
ord-ef1f5f9eb948457884b313fb138f8f37
출처 데이터셋
uspto-grants-2013_11
특허 번호
US08580832B2

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