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

HRID 616723노트

반응식

HRID 616723 반응식
[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

참가 물질

6

반응물 4

HCID 8028Tetrahydrofuran2회HCID 14798Sodium HydroxideHCID 12948308HCID 12948308, 화합물HCID 21226445Aluminium lithium hydride

생성물 1

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

시약·촉매·용매 1

HCID 962Water용매2회

실험 절차

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.

후처리

  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.

출처 및 근거

ORD 기록
ord-69337e96e1094dcd8d86924472d7ca34
출처 데이터셋
uspto-grants-1978_02
특허 번호
US04075342

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