Water → methyl 4-methoxyphenethylcarbamate

HRID 1066859노트

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HRID 1066859 반응식
[CH3:1][O:2][C:3]1[CH:11]=[CH:10][C:6]([CH2:7][CH2:8][NH2:9])=[CH:5][CH:4]=1.CCN(CC)CC.Cl[C:20]([O:22][CH3:23])=[O:21].O>C1COCC1>[CH3:23][O:22][C:20]([NH:9][CH2:8][CH2:7][C:6]1[CH:10]=[CH:11][C:3]([O:2][CH3:1])=[CH:4][CH:5]=1)=[O:21]

참가 물질

6

반응물 4

HCID 962WaterHCID 4657O-MethyltyramineHCID 6586Methyl chloroformateHCID 8471Triethylamine

생성물 1

HCID 5101816methyl 4-methoxyphenethylcarbamate수율 96.1%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

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온도
0 °C

실험 절차

To a solution of 4-methoxy-phenethylamine (5.81 mL, 39.7 mmol) in anhydrous THF (200 mL) was added Et3N (6.6 mL, 48 mmol). The solution was cooled to 0° C. and methyl chloroformate (15.38 mL, 199 mmol) was added slowly via syringe. The reaction was stirred at 0° C. for 2 hours and then allowed to warm to room temperature and stirred overnight. To the reaction mixture was added H2O (50 mL) and the resulting solution was extracted into Et2O (1×100 mL) and then into EtOAc (2×75 mL). The combined organic fractions were washed with brine (200 mL) and 1 M HCl (200 mL), dried over Na2SO4, filtered and concentrated under vacuum, affording 7.98 g (96%) of the title compound as a pale yellow solid.

후처리

  1. temperatureto warm to room temperature
  2. stirringstirred overnight
  3. extractionthe resulting solution was extracted into Et2O (1×100 mL)
  4. washThe combined organic fractions were washed with brine (200 mL) and 1 M HCl (200 mL)
  5. dry with materialdried over Na2SO4
  6. filtrationfiltered
  7. concentrationconcentrated under vacuum

출처 및 근거

ORD 기록
ord-57627c7987e04701ac6af90be2659b3f
출처 데이터셋
uspto-grants-2001_06
특허 번호
US06245780B1

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