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Cyclooctylamine → N-(Cyclooctyl)-2-[bis(4-methoxymethoxyphenyl)methyl]benzylamine

HRID 36441
ノート
印刷プレビュー

反応式

HRID 36441 の反応式
[CH:1]1([NH2:9])[CH2:8][CH2:7][CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[CH3:10][O:11][CH2:12][O:13][C:14]1[CH:19]=[CH:18][C:17]([CH:20]([C:29]2[CH:34]=[CH:33][C:32]([O:35][CH2:36][O:37][CH3:38])=[CH:31][CH:30]=2)[C:21]2[CH:28]=[CH:27][CH:26]=[CH:25][C:22]=2[CH:23]=O)=[CH:16][CH:15]=1.[BH4-].[Na+]>C(O)C>[CH:1]1([NH:9][CH2:23][C:22]2[CH:25]=[CH:26][CH:27]=[CH:28][C:21]=2[CH:20]([C:17]2[CH:16]=[CH:15][C:14]([O:13][CH2:12][O:11][CH3:10])=[CH:19][CH:18]=2)[C:29]2[CH:30]=[CH:31][C:32]([O:35][CH2:36][O:37][CH3:38])=[CH:33][CH:34]=2)[CH2:8][CH2:7][CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]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 2903CyclooctylamineHCID 4311764Sodium borohydrideHCID 199381432-[Bis(4-methoxymethoxyphenyl)methyl]benzaldehyde

生成物 1

HCID 19938097N-(Cyclooctyl)-2-[bis(4-methoxymethoxyphenyl)methyl]benzylamine収率 89.4%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

In 50 ml of ethanol was dissolved 0.69 g of cyclooctylamine. To the solution was added 1.96 g of 2-[bis(4-methoxymethoxyphenyl)methyl]benzaldehyde obtained by Reference Example 3, and the mixture was stirred overnight. Then, 0.85 g of sodium borohydride was added thereto, and the reaction mixture was stirred for 2 hours. Thereafter, the solvent was evaporated under reduced pressure, and water was added to the residue. The aqueous mixture was extracted with chloroform, and the organic layer was separated. The aqueous layer was extracted with chloroform, and the organic layer was combined and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure, and the residue was purified by silica gel chromatography to afford 2.25 g of the desired product (Compound 77) as an oily matter.

後処理

  1. customobtained by Reference Example 3
  2. stirringthe reaction mixture was stirred for 2 hours
  3. customThereafter, the solvent was evaporated under reduced pressure, and water
  4. additionwas added to the residue
  5. extractionThe aqueous mixture was extracted with chloroform
  6. customthe organic layer was separated
  7. extractionThe aqueous layer was extracted with chloroform
  8. dry with materialdried over anhydrous magnesium sulfate
  9. customThe solvent was evaporated under reduced pressure
  10. customthe residue was purified by silica gel chromatography

出典と根拠

ORDレコード
ord-c97e50d097fd4a3aae5ba7b68380f0cf
出典データセット
uspto-grants-1995_05
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05413997

反応ノート

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