Methanol → Methyl 4-(1-aminocyclopropyl)benzoate

HRID 2359980

반응식

HRID 2359980 반응식
[NH2:1][C:2]1([C:5]2[CH:13]=[CH:12][C:8]([C:9]([OH:11])=[O:10])=[CH:7][CH:6]=2)[CH2:4][CH2:3]1.CO.[CH3:16][Si](C=[N+]=[N-])(C)C.CCCCCC>C1COCC1>[NH2:1][C:2]1([C:5]2[CH:13]=[CH:12][C:8]([C:9]([O:11][CH3:16])=[O:10])=[CH:7][CH:6]=2)[CH2:4][CH2:3]1

참가 물질

6

반응물 4

HCID 887MethanolHCID 8058HexaneHCID 167693TrimethylsilyldiazomethaneHCID 451402084-(1-Aminocyclopropyl)benzoic acid

생성물 1

HCID 45140209Methyl 4-(1-aminocyclopropyl)benzoate수율 87%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

4-(1-aminocyclopropyl)benzoic acid (1.75 g, 0.00988 mol) was stirred in THF (20 mL) and Methanol (10 mL) over ice/water bath. 2.00 M of trimethylsilyldiazomethane in hexane (9.9 mL, 0.020 mol) was added and the mixture was stirred at room temperature for 12 hours. The reaction mixture was concentrated down to viscous oil which solidified upon standing to give a crystalline solid. Crude material was dried on high vacuum line for 12 hours to give methyl 4-(1-aminocyclopropyl)benzoate (1.65 g, 87%) as pale brown solid. Step 2:

후처리

  1. concentrationThe reaction mixture was concentrated down to viscous oil which
  2. customto give a crystalline solid
  3. customCrude material was dried on high vacuum line for 12 hours

출처 및 근거

ORD 기록
ord-92df5fd8102e4f8296f941332cc75bf8
출처 데이터셋
uspto-grants-2014_04
특허 번호
US08686018B2

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