Ethanol → N-(2-Hydroxy-4-methylphenyl)acetamide

HRID 1741536

반응식

HRID 1741536 반응식
[CH2:1]([OH:3])[CH3:2].[NH2:4][C:5]1[CH:6]=[CH:7][C:8]([CH3:12])=[CH:9][C:10]=1[OH:11].C(OC(=O)C)(=O)C>O>[OH:11][C:10]1[CH:9]=[C:8]([CH3:12])[CH:7]=[CH:6][C:5]=1[NH:4][C:1](=[O:3])[CH3:2]

참가 물질

5

반응물 3

HCID 702EthanolHCID 7918Acetic AnhydrideHCID 760822-Amino-5-methylphenol

생성물 1

HCID 83437N-(2-Hydroxy-4-methylphenyl)acetamide수율 89%

시약·촉매·용매 1

HCID 962Water용매

반응 조건

온도
80 °C

실험 절차

To a mixture of 40 ml of ethanol with 60 ml of water, there was added 20.0 g (16.3 mmol) of 6-amino-m-cresol, followed by heating to 80° C. To the obtained solution, there was added dropwise 17.4 g (17.1 mmol) of acetic anhydride over 10 minutes and the mixture was stirred at 80° C. for 15 minutes. After the completion of the reaction, the mixture was cooled to 10° C. The crystals thus precipitated were filtered, washed with water and dried. Thus 23.9 g (15.0 mmol) of N-(2-hydroxy-4-methylphenyl)acetamide was obtained as pale brown crystals. The yield was 89%. A 20.0 g portion of this product was recrystallized from acetonitrile to thereby give 17.9 g of N-(2-hydroxy-4-methylphenyl)acetamide as colorless crystals. The recovering yield was 90%.

후처리

  1. customAfter the completion of the reaction
  2. temperaturethe mixture was cooled to 10° C
  3. customThe crystals thus precipitated
  4. filtrationwere filtered
  5. washwashed with water
  6. customdried

출처 및 근거

ORD 기록
ord-32048139e4284adc86817ac2caeebff7
출처 데이터셋
uspto-grants-1994_08
특허 번호
US05334225

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