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Ammonium Chloride → 1-Acridinol, 1,2,3,4-tetrahydro-9-((4,4-diphenylbutyl)amino)-

HRID 2309480
ノート
印刷プレビュー

反応式

HRID 2309480 の反応式
[C:1]1([CH:7]([C:27]2[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=2)[CH2:8][CH2:9][CH2:10][NH:11][C:12]2[C:13]3[C:18]([N:19]=[C:20]4[C:25]=2[C:24](=[O:26])[CH2:23][CH2:22][CH2:21]4)=[CH:17][CH:16]=[CH:15][CH:14]=3)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[H-].[H-].[H-].[H-].[Li+].[Al+3].[Cl-].[NH4+]>C1COCC1>[C:27]1([CH:7]([C:1]2[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=2)[CH2:8][CH2:9][CH2:10][NH:11][C:12]2[C:13]3[C:18]([N:19]=[C:20]4[C:25]=2[CH:24]([OH:26])[CH2:23][CH2:22][CH2:21]4)=[CH:17][CH:16]=[CH:15][CH:14]=3)[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 25517Ammonium ChlorideHCID 137560583,4-Dihydro-9-(4,4-diphenylbutylamino)acridin-1(2H)-oneHCID 21226445Aluminium lithium hydride

生成物 1

HCID 30256311-Acridinol, 1,2,3,4-tetrahydro-9-((4,4-diphenylbutyl)amino)-収率 73.6%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

実験手順

In 30 ml of dry THF was dissolved 3.00 g of 3,4-dihydro-9-(4,4-diphenylbutyl)aminoacridin-1(2H)-one and the mechanically stirred solution was cooled in an ice bath under nitrogen atmosphere. To the solution under nitrogen was added 6.48 ml of 1M LiAlH4 in THF. Within 0.5 hour after addition the reaction was complete by TLC. The reaction was neutralized with 1 ml of saturated ammonium chloride solution and the inorganics were filtered off. The filtrate was evaporated to an oil and the oil was triturated with 30 ml of 10:1 ether/acetone to yield 2.22 g of solid, mp 147°-148° C. This sample was combined with a 1.0 g sample of an identical previous run and recrystallized from acetone to yield 2.87 g of powder, mp 146°-148° C.

後処理

  1. temperaturethe mechanically stirred solution was cooled in an ice bath under nitrogen atmosphere
  2. additionWithin 0.5 hour after addition the reaction
  3. filtrationthe inorganics were filtered off
  4. customThe filtrate was evaporated to an oil
  5. customthe oil was triturated with 30 ml of 10:1 ether/acetone

出典と根拠

ORDレコード
ord-4689f3cc2f144c2286fd69cfea3ab78a
出典データセット
uspto-grants-1987_09
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04695573

反応ノート

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