Acetic Acid → 3-(propan-2-yloxy)phenol

HRID 427387노트

반응식

HRID 427387 반응식
[C:1]1([CH:8]=[CH:7][CH:6]=[C:4]([OH:5])[CH:3]=1)[OH:2].[CH2:9]1[CH2:19]CN2C(=NCCC2)C[CH2:10]1.C(Br)(C)C.C(O)(=O)C>C1COCC1>[CH:9]([O:2][C:1]1[CH:3]=[C:4]([OH:5])[CH:6]=[CH:7][CH:8]=1)([CH3:19])[CH3:10]

참가 물질

6

반응물 4

HCID 176Acetic AcidHCID 5054ResorcinolHCID 63582-BromopropaneHCID 811841,8-Diazabicyclo(5.4.0)undec-7-ene

생성물 1

HCID 2353733-(propan-2-yloxy)phenol

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

In 10 ml of THF, 1.5 g of resorcinol was dissolved and 2.24 ml of DBU was added under ice cooling. The resultant mixture was stirred for 10 min at room temperture. To the mixture, 1.92 ml of isopropyl bromide was added and refluxed for 2 hr. The reaction mixture was neutralized with acetic acid and evaporated under reduced pressure. The evaporated residue was redissolved in ethyl acetate and washed with 5% aqueous citric acid solution and saturated aqueous sodium chloride solution, successively, and dried over anhydrous sodium sulfate. The dried solution was evaporated under reduced pressure and the residue was subjected to a silica gel column chromatography (chloroform:methanol=40:1) to give 466 mg of the title compound.

후처리

  1. temperaturerefluxed for 2 hr
  2. customevaporated under reduced pressure
  3. dissolutionThe evaporated residue was redissolved in ethyl acetate
  4. washwashed with 5% aqueous citric acid solution and saturated aqueous sodium chloride solution
  5. dry with materialsuccessively, and dried over anhydrous sodium sulfate
  6. customThe dried solution was evaporated under reduced pressure

출처 및 근거

ORD 기록
ord-22209b4ada514a8caf4738689a9f9d51
출처 데이터셋
uspto-grants-2001_11
특허 번호
US06313094B1

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