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

HRID 1985411
ノート
印刷プレビュー

反応式

HRID 1985411 の反応式
[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]
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 142844-(Dimethylamino)pyridine触媒
HCID 6342
Acetonitrile
溶媒
2 回

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-842be2a921ee493d9c436fe1e01b24a0
出典データセット
uspto-grants-2009_06
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07544835B2

反応ノート

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