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Toluene → Ethyl 4-isobutylbenzoate

HRID 2242211
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HRID 2242211 반응식
C([C:3]([CH2:10][CH3:11])([CH2:8][CH3:9])[C:4]([O-:7])([O-:6])[O-])C.[CH2:12]([C:16]1C=CC=CC=1C(O)=O)[CH:13]([CH3:15])[CH3:14].[C:25]1(C)C=CC=C[CH:26]=1>>[CH2:12]([C:16]1[CH:9]=[CH:8][C:3]([C:4]([O:6][CH2:25][CH3:26])=[O:7])=[CH:10][CH:11]=1)[CH:13]([CH3:15])[CH3:14]
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참가 물질

4

반응물 3

HCID 1140TolueneHCID 142242462-(2-Methylpropyl)benzoic acidHCID 21875354Triethylorthoaceate

생성물 1

HCID 19704460Ethyl 4-isobutylbenzoate수율 97%

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온도
115 °C

실험 절차

Triethylorthoacetate (15.4 mL, 84.2 mmol) was added slowly to a solution of isobutyl benzoic acid (5.0 g, 28.1 mmol) and toluene (60 mL) at room temperature. The resulting heterogeneous solution was heated to 115° C. and stirred for 24 hours. The reaction mixture was cooled to room temperature and quenched with 1N HCl (60 mL). The organic layer was separated, washed with saturated NaHCO3 (1×30 mL) and brine (1×30 mL), dried (MgSO4), filtered and concentrated in vacuo to obtain the title compound (5.59 g, 97% yield) as a clear oil.

후처리

  1. temperatureThe reaction mixture was cooled to room temperature
  2. customquenched with 1N HCl (60 mL)
  3. customThe organic layer was separated
  4. washwashed with saturated NaHCO3 (1×30 mL) and brine (1×30 mL)
  5. dry with materialdried (MgSO4)
  6. filtrationfiltered
  7. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-717be8cf6125499bb8c5c7f76a753a8f
출처 데이터셋
uspto-grants-2010_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07671043B2

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