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HCID 14940799, 화합물 → 3-Aminophenyl 2,2-dimethylpropanoate

HRID 1604784
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HRID 1604784 반응식
[C:1]([O:7][C:8]1[CH:13]=[CH:12][CH:11]=[C:10]([N+:14]([O-])=O)[CH:9]=1)(=[O:6])[C:2]([CH3:5])([CH3:4])[CH3:3]>[Pd].C(Cl)Cl>[C:1]([O:7][C:8]1[CH:13]=[CH:12][CH:11]=[C:10]([NH2:14])[CH:9]=1)(=[O:6])[C:2]([CH3:5])([CH3:4])[CH3:3]
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참가 물질

4

반응물 1

HCID 14940799HCID 14940799, 화합물

생성물 1

HCID 118302903-Aminophenyl 2,2-dimethylpropanoate수율 96%

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 6344Dichloromethane용매

실험 절차

To 60 mL anhydrous CH2Cl2 was added O-pivaloyl-3-nitrophenol (5.0 g, 22.4 mmol) and a catalytic amount (50 mg) of 10% Pd on C. The flask was repeatedly evacuated and flushed with N2. The reaction flask was again evacuated and H2 was introduced by balloon. After stirring under an atmosphere of H2 for 3 h, the reaction flask was flushed twice with N2. The suspension was then filtered through a bed of Celite™ and concentrated to give 4.15 g (96%) of O-pivaloyl-3-aminophenol as a viscous amber oil. Data for O-pivaloyl-3-aminophenol: Rf 0.21 (silica gel, hexanes/EtOAc, 3:1); 1H NMR (400 MHz, CDCl3) 7.12 (dd, J=8.0, 8.0, 1 H), 6.52 (dd, J=7.8, 2.7, 1 H), 6.44 (ddd, J=8.0, 2.4, 1.4, 1H), 6.38 (t, J=2.2, 1 H), 3.81 (br s, 2 H), 1.34 (s, 9 H).

후처리

  1. customThe flask was repeatedly evacuated
  2. customflushed with N2
  3. customThe reaction flask was again evacuated
  4. additionH2 was introduced by balloon
  5. customthe reaction flask was flushed twice with N2
  6. filtrationThe suspension was then filtered through a bed of Celite™
  7. concentrationconcentrated

출처 및 근거

ORD 기록
ord-4bd13f7b2b034fc98609196c4b1a3543
출처 데이터셋
uspto-grants-1999_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05994544

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