Methanol → Pyrazolo[5,1-b]oxazole-6-methanol, 2,3-dihydro-

HRID 1158914노트

반응식

HRID 1158914 반응식
C([O:3][C:4]([C:6]1[CH:13]=[C:9]2[O:10][CH2:11][CH2:12][N:8]2[N:7]=1)=O)C.[BH4-].[Li+].CO>C1COCC1>[O:10]1[CH2:11][CH2:12][N:8]2[N:7]=[C:6]([CH2:4][OH:3])[CH:13]=[C:9]12

참가 물질

5

반응물 3

HCID 887MethanolHCID 4148881Lithium borohydrideHCID 69588863Ethyl 2,3-dihydropyrazolo[5,1-b]oxazole-6-carboxylate

생성물 1

HCID 21941355Pyrazolo[5,1-b]oxazole-6-methanol, 2,3-dihydro-수율 65%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

To the stirred solution of ethyl2,3-dihydropyrazolo[5,1-b][1,3]oxazole-6-carboxylate (5.47 g, 35 mmol) of in 100 ml of THF was added 1.05 g of lithium borohydride and 1.54 g of methanol. The solution was heated at 40 C for 2.5 hour. The reaction was quenched by 1N HCl, and adjusted to pH 1.3 and stirred at room temperature for 1 hour. The reaction mixture was adjusted pH to 8 with k2CO3. The reaction mixture was extracted with ethyl acetate. The organic layer was dried over MgSO4, and concentrated to an oil and column chromatographed to give 2.68 g of the desired product (65%).

후처리

  1. temperatureThe solution was heated at 40 C for 2.5 hour
  2. customThe reaction was quenched by 1N HCl
  3. extractionThe reaction mixture was extracted with ethyl acetate
  4. dry with materialThe organic layer was dried over MgSO4
  5. concentrationconcentrated to an oil and column
  6. customchromatographed

출처 및 근거

ORD 기록
ord-f4c0870fad634c84aa98d53ae9e89b85
출처 데이터셋
uspto-grants-2010_10
특허 번호
US07812014B2

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