Water → HCID 391101、化合物

HRID 1683877ノート

反応式

HRID 1683877 の反応式
[CH2:1]([N:4]([CH2:20][CH2:21][CH3:22])[CH:5]1[CH2:19][C:9]2=[CH:10][CH:11]=[C:12]3[C:16]([NH:15][C:14](=O)[C:13]3=O)=[C:8]2[CH2:7][CH2:6]1)[CH2:2][CH3:3].[H-].[Al+3].[Li+].[H-].[H-].[H-].O.[OH-].[Na+]>C(OCC)C>[CH2:20]([N:4]([CH2:1][CH2:2][CH3:3])[CH:5]1[CH2:19][C:9]2=[CH:10][CH:11]=[C:12]3[C:16]([NH:15][CH:14]=[CH:13]3)=[C:8]2[CH2:7][CH2:6]1)[CH2:21][CH3:22]

参加物

6

反応物 4

HCID 962Water2 回HCID 14798Sodium HydroxideHCID 19041527HCID 19041527、化合物HCID 21226445Aluminium lithium hydride

生成物 1

HCID 391101HCID 391101、化合物収率 37%

試薬・触媒・溶媒 1

HCID 3283Diethyl Ether溶媒2 回

実験手順

A solution of 7-di-n-propylamino-6,7,8,9-tetrahydro-1H-benzo[g]indole-2,3-dione, 2a, (Chart 1) (22.0 g, 73.2 mmol) in dry diethyl ether (100 mL) was added dropwise to a suspension of lithiumaluminum hydride (9.0 g, 237 mmol) in dry diethyl ether (600 mL). After stirring overnight at ambient temperature, water (9.0 mL), 15% sodium hydroxide (9 mL) and water (27 mL) were consecutively added. The mixture was stirred for 20 minutes followed by filtration of inorganic material. The solution was dried (sodium sulfate), filtered and evaporated to yield 17 g of a blue off, which was purified on silica (acetone/methanol, 20:1) to yield 7.4 g (37%) of the pure material. For analytical and biological purposes, the fumarate salt (1/2 fum) was prepared which was recrystallized from ethanol/diethyl ether. m.p. 201°-205° C.

後処理

  1. stirringThe mixture was stirred for 20 minutes
  2. filtrationfollowed by filtration of inorganic material
  3. dry with materialThe solution was dried (sodium sulfate)
  4. filtrationfiltered
  5. customevaporated
  6. customto yield 17 g of a blue off, which
  7. customwas purified on silica (acetone/methanol, 20:1)

出典と根拠

ORDレコード
ord-1dbfd13314bb4d2cbcb8167c94d2a5cb
出典データセット
uspto-grants-1997_06
特許番号
US05639778

反応ノート

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