Benzyl Bromide → 1-(Benzyloxy)-3-ethylbenzene

HRID 1394695노트

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HRID 1394695 반응식
C(=O)([O-])[O-].[K+].[K+].[CH2:7]([C:9]1[CH:10]=[C:11]([OH:15])[CH:12]=[CH:13][CH:14]=1)[CH3:8].[CH2:16](Br)[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1>CN(C)C=O>[CH2:7]([C:9]1[CH:14]=[CH:13][CH:12]=[C:11]([O:15][CH2:16][C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)[CH:10]=1)[CH3:8]

참가 물질

5

반응물 3

HCID 7498Benzyl BromideHCID 11430Potassium CarbonateHCID 121013-Ethylphenol

생성물 1

HCID 197444851-(Benzyloxy)-3-ethylbenzene수율 93%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매2회

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온도
2 °C

실험 절차

To a suspension of potassium carbonate (17 g, 123 mmol) in N,N-dimethylformamide (40 ml) was added a solution of 3-ethyl-phenol (14.8 ml, 123 mmol) in N,N-dimethylformamide (40 ml) at 2° C. under an argon atmosphere. After stirring for 50 min at 2° C., benzyl bromide (14.6 ml, 123 mmol) was added over a period of 15 min at 2° C. The suspension was stirred for additional 30 min at 2° C. and for 12 h at ambient temperature. After adding ice water (250 ml), the solution was extracted two times with diethyl ether. The combined extracts were washed two times with brine and dried over sodium sulfate. Evaporation of the solvent gave a yellow oil which was purified by column chromatography (silica gel, cyclohexane) to yield 24.3 g (114 mmol, 93%) of the title compound as yellow liquid.

후처리

  1. stirringThe suspension was stirred for additional 30 min at 2° C. and for 12 h at ambient temperature
  2. extractionthe solution was extracted two times with diethyl ether
  3. washThe combined extracts were washed two times with brine
  4. dry with materialdried over sodium sulfate
  5. customEvaporation of the solvent
  6. customgave a yellow oil which
  7. customwas purified by column chromatography (silica gel, cyclohexane)

출처 및 근거

ORD 기록
ord-02918c1dd0a5465495a99a800767ed7d
출처 데이터셋
uspto-grants-2008_03
특허 번호
US07348349B2

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