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

HRID 2216618ノート

反応式

HRID 2216618 の反応式
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

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

反応条件

温度
40 °C

実験手順

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 chromatographyed to give 2.68 g of the desired product (65%).

後処理

  1. customThe reaction was quenched by 1N HCl
  2. extractionThe reaction mixture was extracted with ethyl acetate
  3. dry with materialThe organic layer was dried over MgSO4
  4. concentrationconcentrated to an oil and column

出典と根拠

ORDレコード
ord-f2376497c33d49979401aa8f1efedffb
出典データセット
uspto-grants-2006_09
特許番号
US07112582B2

反応ノート

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