Hydrochloric Acid → Phenol, 2,3,5-trimethyl-6-(2-methyl-2-propenyl)-

HRID 2063778노트

반응식

HRID 2063778 반응식
[CH3:1][C:2]1[CH:7]=[C:6]([CH3:8])[CH:5]=[C:4]([O:9]CC(C)=C)[C:3]=1[CH3:14].C(N(CC)[C:18]1[CH:23]=CC=C[CH:19]=1)C.Cl.[C:27](OCC)(=O)C>>[CH3:27][C:5]1[C:6]([CH3:8])=[CH:7][C:2]([CH3:1])=[C:3]([CH2:14][C:18]([CH3:23])=[CH2:19])[C:4]=1[OH:9]

참가 물질

5

반응물 4

HCID 313Hydrochloric AcidHCID 7061N,N-DiethylanilineHCID 8857Ethyl AcetateHCID 11830229Benzene, 1,2,5-trimethyl-3-[(2-methyl-2-propenyl)oxy]-

생성물 1

HCID 10655310Phenol, 2,3,5-trimethyl-6-(2-methyl-2-propenyl)-수율 85%

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온도
225 °C

실험 절차

A mixture of 1,2,5-trimethyl-3-[(2-methylprop-2-en-1-yl)oxy]benzene (33.6 g, 177 mmol) synthesized in Reference Example 1 and N,N-diethylaniline (100 mL) was stirred under argon atmosphere at 220 to 230° C. for 11 hours. After cooled to room temperature, the reaction solution was distributed using ethyl acetate and 1N hydrochloric acid. The organic layer was washed with 1N hydrochloric acid and saturated saline, and then dried using anhydrous magnesium sulfate. The solvent was removed under reduced pressure, and the obtained residue was purified by silica gel column chromatography (hexane-ethyl acetate 40:1 to 9:1) to give 28.6 g of the title compound (yield: 85%) as an oily product.

후처리

  1. temperatureAfter cooled to room temperature
  2. washThe organic layer was washed with 1N hydrochloric acid and saturated saline
  3. customdried
  4. customThe solvent was removed under reduced pressure
  5. customthe obtained residue was purified by silica gel column chromatography (hexane-ethyl acetate 40:1 to 9:1)

출처 및 근거

ORD 기록
ord-c9ad6ef77ab9431db93cf73279c8fc9c
출처 데이터셋
uspto-grants-2012_10
특허 번호
US08288390B2

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