Potassium Carbonate → 3-(5'-Hydroxymethyl-2'-furyl)-1-benzylindazole

HRID 1275700ノート

反応式

HRID 1275700 の反応式
[H-].[Al+3].[Li+].[H-].[H-].[H-].[CH2:7]([N:14]1[C:22]2[C:17](=[CH:18][CH:19]=[CH:20][CH:21]=2)[C:16]([C:23]2[O:24][C:25]([C:28](OCC)=[O:29])=[CH:26][CH:27]=2)=[N:15]1)[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1.C(=O)([O-])[O-].[K+].[K+]>C1COCC1>[CH2:7]([N:14]1[C:22]2[C:17](=[CH:18][CH:19]=[CH:20][CH:21]=2)[C:16]([C:23]2[O:24][C:25]([CH2:28][OH:29])=[CH:26][CH:27]=2)=[N:15]1)[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1

参加物

5

反応物 3

HCID 11430Potassium CarbonateHCID 15408136HCID 15408136、化合物HCID 21226445Aluminium lithium hydride

生成物 1

HCID 57123-(5'-Hydroxymethyl-2'-furyl)-1-benzylindazole

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

実験手順

2.06 g (54.6 mmol) of lithium aluminum hydride were initially charged in 250 ml of absolute THF, and a solution of 18.8 g (54.6 mmol) of 1-benzyl-3-(5-ethoxycarbonyl-2-furyl)indazole in 250 ml of THF was added dropwise. After 45 min the mixture was admixed with 25% strength potassium carbonate solution and stirred at RT for 30 min and the precipitate was filtered off with suction and washed with THF. The combined organic phases were concentrated using a rotary evaporator and the residue was recrystallized from isopropanol. This gave 11.0 g (67%) of the title compound. m.p.: 113-114° C.

後処理

  1. filtrationthe precipitate was filtered off with suction
  2. washwashed with THF
  3. concentrationThe combined organic phases were concentrated
  4. customa rotary evaporator
  5. customthe residue was recrystallized from isopropanol

出典と根拠

ORDレコード
ord-5a94a0c7a725406894ca8220f99f40b3
出典データセット
uspto-grants-2000_12
特許番号
US06162819

反応ノート

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