Ethyl Acetate → 4-(2,2-Dimethylpropyl)benzoic acid

HRID 1268923노트

반응식

HRID 1268923 반응식
[CH3:1][C:2]([CH3:13])([CH3:12])[CH2:3][C:4]1(C=C)[CH:9]=[CH:8][CH:7]=[CH:6][CH2:5]1.CC[O:16][C:17](C)=[O:18]>O>[CH3:13][C:2]([CH3:1])([CH3:12])[CH2:3][C:4]1[CH:5]=[CH:6][C:7]([C:17]([OH:18])=[O:16])=[CH:8][CH:9]=1

참가 물질

4

반응물 2

HCID 8857Ethyl Acetate2회HCID 866014194-(2,2-Dimethylpropyl)4-ethenylbenzene

생성물 1

HCID 81670894-(2,2-Dimethylpropyl)benzoic acid

시약·촉매·용매 1

HCID 962Water용매2회

반응 조건

온도
40 °C

실험 절차

To a solution of 1.74 g (7.76 mmol) of 4-(2,2-dimethylpropyl)-4-ethenylbenzene (from Step A) in 10 mL EtOAc and 10 mL H2O was added 8.30 g (38.8 mmol) of NaIO4 and 1 mg (0.0078 mmol) RuO2. The reaction mixture was heated to 40° C. for 30 min. The reaction mixture was cooled and stirred at rt for 16 hr. To the reaction mixture was added H2O and EtOAc, and layers were separated. The organic layer was dried and concentrated to dryness to provide 776 mg of the title compound: 1H NMR (500 Mhz) δ 0.91 (s, 9H), 2.53 (s, 2H), 7.12 (d, J=8.0, 2H), 7.84 (d, J=8.0, 2H); ESI-MS 193 (M+H); LC-1: 3.2 min.

후처리

  1. temperatureThe reaction mixture was cooled
  2. customwere separated
  3. customThe organic layer was dried
  4. concentrationconcentrated to dryness

출처 및 근거

ORD 기록
ord-19f77993086d4b20bb5bbb231240b33e
출처 데이터셋
uspto-grants-2007_04
특허 번호
US07199142B2

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