Trifluoroacetate → 3'H-Spiro[cyclohexane-1,1'-isobenzofuran]-4-one

HRID 432596

반응식

HRID 432596 반응식
O[CH2:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[C:9]1([OH:19])[CH2:18][CH2:17][C:12]2([O:16]CCO2)[CH2:11][CH2:10]1.FC(F)(F)C([O-])=O>CCCCCC.CCOCC>[C:9]12([CH2:10][CH2:11][C:12](=[O:16])[CH2:17][CH2:18]1)[C:4]1[C:3](=[CH:8][CH:7]=[CH:6][CH:5]=1)[CH2:2][O:19]2

참가 물질

4

반응물 2

HCID 84468TrifluoroacetateHCID 187600538-[2-(Hydroxymethyl)phenyl]-1,4-dioxaspiro[4.5]decan-8-ol

생성물 1

HCID 187601133'H-Spiro[cyclohexane-1,1'-isobenzofuran]-4-one수율 44%

시약·촉매·용매 1

HCID 21584099Diethylether hexane용매

실험 절차

0.64 g (2.62 mmol) of 8-(2-Hydroxymethyl-phenyl)-1,4-dioxa-spiro[4.5]decan-8-ol was added to 80% trifluoroacetate (TFA) 2.5 ml. The mixture was stirred at room temperature for 5 hours. Rotory evaporation of the TFA left thick brown oil. The oil was dissolved in 2.0 ml of EtOAc and washed first with 1N NaOH and then with H2O. The organic layer was dried with MgSO4 and concentrated, leaving a thick yellow oil. Hexane/ether (2:1) was added and the sides of the flask were scratched. A precipitate began to form. 0.23 Grams of 3′H-Spiro[cyclohexane-1,1′-isobenzofuran]-4-one were obtained, 44% yield.

후처리

  1. customRotory evaporation of the TFA
  2. waitleft thick brown oil
  3. dissolutionThe oil was dissolved in 2.0 ml of EtOAc
  4. washwashed first with 1N NaOH
  5. dry with materialThe organic layer was dried with MgSO4
  6. concentrationconcentrated
  7. customleaving a thick yellow oil
  8. customto form

출처 및 근거

ORD 기록
ord-f1168dc3b88040e0bdff1ff2f0caefdd
출처 데이터셋
uspto-grants-2003_12
특허 번호
US06664258B1

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