Methanol → 3-(4-Aminomethyl-phenyl)-propionic acid tert-butyl ester

HRID 64415ノート

反応式

HRID 64415 の反応式
[C:1]([C:3]1[CH:8]=[CH:7][C:6](/[CH:9]=[CH:10]/[C:11]([O:13][C:14]([CH3:17])([CH3:16])[CH3:15])=[O:12])=[CH:5][CH:4]=1)#[N:2].CO.C1COCC1>[C].[Pd].C(O)(=O)C>[NH2:2][CH2:1][C:3]1[CH:8]=[CH:7][C:6]([CH2:9][CH2:10][C:11]([O:13][C:14]([CH3:17])([CH3:16])[CH3:15])=[O:12])=[CH:5][CH:4]=1

参加物

6

反応物 3

HCID 887MethanolHCID 8028TetrahydrofuranHCID 11287649Tert-butyl 3-(4-cyanophenyl)prop-2-enoate

生成物 1

HCID 534077053-(4-Aminomethyl-phenyl)-propionic acid tert-butyl ester収率 77.3%

試薬・触媒・溶媒 2

HCID 178418390HCID 178418390、化合物触媒HCID 176Acetic Acid溶媒

実験手順

To 223 mg of tert-butyl (2E)-3-(4-cyanophenyl)acrylate were added 12 mL of methanol, 5 ml of THF, 1 ml of an acetic acid solution, and 90 mg of 10% palladium-carbon in this order, followed by stirring for 3 hours under hydrogen at 3 atm. The catalyst was removed by filtration and the filtrate was concentrated under reduced pressure. To the residue were added a saturated aqueous sodium hydrogen carbonate solution and ethyl acetate to carry out a layer separation operation. The organic layer was dried over anhydrous sodium sulfate and the solvent was evaporated under reduced pressure to obtain 177 mg of tert-butyl 3-[4-(aminomethyl)phenyl]propanoate.

後処理

  1. customThe catalyst was removed by filtration
  2. concentrationthe filtrate was concentrated under reduced pressure
  3. additionTo the residue were added a saturated aqueous sodium hydrogen carbonate solution and ethyl acetate
  4. customa layer separation operation
  5. dry with materialThe organic layer was dried over anhydrous sodium sulfate
  6. customthe solvent was evaporated under reduced pressure

出典と根拠

ORDレコード
ord-aa6c850cff324b2188b72ea3469c462e
出典データセット
uspto-grants-2016_09
特許番号
US09447090B2

反応ノート

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