Tetrahydrofuran → Pyrazolo(5,1-a)isoquinoline-1-methanol, 5,6-dihydro-2-phenyl-

HRID 616723ノート

反応式

HRID 616723 の反応式
[H-].[H-].[H-].[H-].[Li+].[Al+3].O1CCCC1.[C:12]1([C:18]2[C:30]([C:31](O)=[O:32])=[C:21]3[C:22]4[C:27]([CH2:28][CH2:29][N:20]3[N:19]=2)=[CH:26][CH:25]=[CH:24][CH:23]=4)[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1.[OH-].[Na+]>O>[C:12]1([C:18]2[C:30]([CH2:31][OH:32])=[C:21]3[C:22]4[C:27]([CH2:28][CH2:29][N:20]3[N:19]=2)=[CH:26][CH:25]=[CH:24][CH:23]=4)[CH:13]=[CH:14][CH:15]=[CH:16][CH:17]=1

参加物

6

反応物 4

HCID 8028Tetrahydrofuran2 回HCID 14798Sodium HydroxideHCID 12948308HCID 12948308、化合物HCID 21226445Aluminium lithium hydride

生成物 1

HCID 3045618Pyrazolo(5,1-a)isoquinoline-1-methanol, 5,6-dihydro-2-phenyl-

試薬・触媒・溶媒 1

HCID 962Water溶媒2 回

実験手順

To 0.76 g. of LiAlH4 in 50 ml. of tetrahydrofuran, 6.08 g. of the methyl ester of 2-phenyl-5,6-dihydro-pyrazolo[5,1-a]isoquinoline-1-carboxylic acid dissolved in 75 ml. of tetrahydrofuran is added. The mixture is stirred for four hours at room temperature, then refluxed for one hour. To the reaction mixture at about 0° C. are subsequently added 0.76 ml. of water, 0.76 ml. of 20% NaOH and again 2.3 ml. of water. After addition of 75 ml. of ethyl ether, the inorganic precipitate is filtered off and the organic solution is evaporated to dryness to give 4 g. of the title product which, crystallized from ethanol, melts at 185°-7° C.

後処理

  1. temperaturerefluxed for one hour
  2. customat about 0° C.
  3. additionAfter addition of 75 ml
  4. filtrationof ethyl ether, the inorganic precipitate is filtered off
  5. customthe organic solution is evaporated to dryness
  6. customto give 4 g
  7. customof the title product which, crystallized from ethanol, melts at 185°-7° C.

出典と根拠

ORDレコード
ord-69337e96e1094dcd8d86924472d7ca34
出典データセット
uspto-grants-1978_02
特許番号
US04075342

反応ノート

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