m-Chloroperbenzoic acid → 3-Chlorobenzoic Acid

HRID 1819463노트

반응식

HRID 1819463 반응식
C(OC(=O)[NH:7][CH2:8][C:9]1[CH:10]=[N:11][CH:12]=[CH:13][CH:14]=1)(C)(C)C.[Cl:16][C:17]1[CH:18]=[C:19]([CH:24]=[CH:25][CH:26]=1)[C:20]([O:22]O)=[O:21]>CCO>[CH:13]1[CH:12]=[N+:11]([O-:21])[CH:10]=[C:9]([CH2:8][NH2:7])[CH:14]=1.[Cl:16][C:17]1[CH:18]=[C:19]([CH:24]=[CH:25][CH:26]=1)[C:20]([OH:22])=[O:21]

참가 물질

5

반응물 2

HCID 70297m-Chloroperbenzoic acidHCID 13948280tert-Butyl (pyridin-3-ylmethyl)carbamate

생성물 2

HCID 4473-Chlorobenzoic AcidHCID 2985103-Aminomethylpyridine-N-oxide

시약·촉매·용매 1

HCID 702Ethanol용매

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온도
25 °C

실험 절차

To pyridin-3-ylmethyl-carbamic acid tert-butyl ester (3.89 g, 18.7 mmol) dissolved in EtOH (50 mL), was added 3-chloroperoxybenzoic acid (4.7 g, 27.4 mmol). After 4 hours the volatiles were removed in vacuo and the crude was redissolved in CH2Cl2 (25 mL). To this solution was added TFA (25 mL) and the reaction was stirred at 25° C. for 2 h then the volatiles were removed in vacuo. The crude was redissolved in CH2Cl2 and evaporated. This procedure was done twice more. (1-Oxy-pyridin-3-yl)-methylamine was obtained with contamination of 3-chlorobenzoic acid, but carried further without any additional purification (2.74 g).

후처리

  1. customAfter 4 hours the volatiles were removed in vacuo
  2. dissolutionthe crude was redissolved in CH2Cl2 (25 mL)
  3. additionTo this solution was added TFA (25 mL)
  4. customthe volatiles were removed in vacuo
  5. dissolutionThe crude was redissolved in CH2Cl2
  6. customevaporated

출처 및 근거

ORD 기록
ord-aeff01c2c8bf433d8d1819f7576bf421
출처 데이터셋
uspto-grants-2009_10
특허 번호
US07601714B2

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