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Di-tert-butyl dicarbonate → Ethyl 3-(3-isocyanato-4-methoxyphenyl)-2-isopropoxypropanoate

HRID 1985411
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HRID 1985411 반응식
[C:1](OC(OC(C)(C)C)=O)(OC(C)(C)C)=[O:2].[NH2:16][C:17]1[CH:18]=[C:19]([CH2:25][CH:26]([O:32][CH:33]([CH3:35])[CH3:34])[C:27]([O:29][CH2:30][CH3:31])=[O:28])[CH:20]=[CH:21][C:22]=1[O:23][CH3:24].S(=O)(=O)(O)O.C(#N)C>C(#N)C.CN(C)C1C=CN=CC=1>[N:16]([C:17]1[CH:18]=[C:19]([CH2:25][CH:26]([O:32][CH:33]([CH3:34])[CH3:35])[C:27]([O:29][CH2:30][CH3:31])=[O:28])[CH:20]=[CH:21][C:22]=1[O:23][CH3:24])=[C:1]=[O:2]
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참가 물질

6

반응물 3

HCID 90495Di-tert-butyl dicarbonateHCID 22284053Sulfuric acid acetonitrileHCID 22494286Ethyl 3-(3-amino-4-methoxyphenyl)-2-isopropoxypropanoate

생성물 1

HCID 22927009Ethyl 3-(3-isocyanato-4-methoxyphenyl)-2-isopropoxypropanoate수율 21.4%

시약·촉매·용매 2

HCID 142844-(Dimethylamino)pyridine촉매
HCID 6342
Acetonitrile
용매
2회

실험 절차

0.13 g of di-t-Butyl dicarbonate was dissolved in 2.5 ml of acetonitrile, and a solution containing 60 mg of 4-dimethylaminopyridine and 0.12 g of ethyl 3-(3-amino-4-methoxy-phenyl)-2-isopropoxypropanoate in acetonitrile were added thereto, and the mixture was stirred at room temperature for 10 minutes. The reaction solution was cooled in ice, and 0.73 ml of 40% sulfuric acid-acetonitrile solution was added and stirring was continued at room temperature for 2 minutes, then the mixture was extracted with hexane. The organic layer was washed with saturated brine, dried over anhydrous magnesium sulfate, and the solvent was evaporated, to give 28 mg of the title compound.

후처리

  1. additionwere added
  2. temperatureThe reaction solution was cooled in ice
  3. stirringstirring
  4. waitwas continued at room temperature for 2 minutes
  5. extractionthe mixture was extracted with hexane
  6. washThe organic layer was washed with saturated brine
  7. dry with materialdried over anhydrous magnesium sulfate
  8. customthe solvent was evaporated

출처 및 근거

ORD 기록
ord-842be2a921ee493d9c436fe1e01b24a0
출처 데이터셋
uspto-grants-2009_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07544835B2

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