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Water → 3-[3-(Benzyloxy)phenyl]-2-azepanone

HRID 2049331
ノート
印刷プレビュー

反応式

HRID 2049331 の反応式
[OH:1][C:2]1[CH:3]=[C:4]([CH:8]2[CH2:14][CH2:13][CH2:12][CH2:11][NH:10][C:9]2=[O:15])[CH:5]=[CH:6][CH:7]=1.[H-].[Na+].[CH2:18](Cl)[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1.O>CN(C=O)C>[CH2:18]([O:1][C:2]1[CH:3]=[C:4]([CH:8]2[CH2:14][CH2:13][CH2:12][CH2:11][NH:10][C:9]2=[O:15])[CH:5]=[CH:6][CH:7]=1)[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 962WaterHCID 7503Benzyl ChlorideHCID 24758Sodium hydrideHCID 126655233-(3-hydroxyphenyl)hexahydro-2H-azepin-2-one

生成物 1

HCID 129266083-[3-(Benzyloxy)phenyl]-2-azepanone収率 47.5%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

A solution of 3-(3-hydroxyphenyl)hexahydro-2H-azepin-2-one (2.05 g) in dry DMF was added dropwise to a suspension of sodium hydride (0.3 g). After 30 minutes at ambient temperature, benzyl chloride (1.3 g) was added. The mixture was stirred for a further 2 hours and then cooled, and treated with water. The resulting solution was extracted several times with toluene, and the combined toluene layers washed thoroughly with water. The solvent was evaporated to give an oil that crystallised from ethyl acetate to give the title compound as a white solid (1.4 g) m.p. 119°-122° C.

後処理

  1. temperaturecooled
  2. extractionThe resulting solution was extracted several times with toluene
  3. washthe combined toluene layers washed thoroughly with water
  4. customThe solvent was evaporated
  5. customto give an oil that
  6. customcrystallised from ethyl acetate

出典と根拠

ORDレコード
ord-96d55f6e1fc0424bb7ba325fe121d9f2
出典データセット
uspto-grants-1980_04
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04197241

反応ノート

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