Water → (7-Hydroxy-naphthalen-1-yl)-carbamic acid phenyl ester

HRID 12408

反応式

HRID 12408 の反応式
[NH2:1][C:2]1[CH:3]=[CH:4][CH:5]=[C:6]2[C:11]=1[CH:10]=[C:9]([OH:12])[CH:8]=[CH:7]2.Cl[C:14]([O:16][C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1)=[O:15].C(=O)([O-])O.[Na+].O>ClCCl>[OH:12][C:9]1[CH:10]=[C:11]2[C:6]([CH:5]=[CH:4][CH:3]=[C:2]2[NH:1][C:14](=[O:15])[O:16][C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)=[CH:7][CH:8]=1

参加物

6

反応物 4

HCID 962WaterHCID 83588-Amino-2-naphthalenolHCID 15891Phenyl chloroformateHCID 516892Sodium Bicarbonate

生成物 1

HCID 20090380(7-Hydroxy-naphthalen-1-yl)-carbamic acid phenyl ester

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

実験手順

To 8-amino-2-naphthol (100 mg) were added phenyl chloroformate (87 μl), saturated aqueous sodium hydrogen carbonate (0.5 ml), dichloromethane (1 ml) and water (0.5 ml), and the mixture was stirred for 3 hrs. The reaction mixture was diluted with dichloromethane. After washing with 1N hydrochloric acid, the organic layer was dried over anhydrous sodium sulfate, and the solvent was evaporated. Diethyl ether and hexane were added to the residue, and the precipitate was collected by filtration to give the title compound (160 mg). NMR data of Example 109: 1H-NMR (300 MHz, DMSO-d6) δ3.49 (2H, m), 4.06 (2H, s), 6.79 (4H, m), 7.10 (2H, m), 7.30 (2H, m), 7.75 (2H, m), 8.34 (1H, s), 9.69 (1H, s).

後処理

  1. washAfter washing with 1N hydrochloric acid
  2. dry with materialthe organic layer was dried over anhydrous sodium sulfate
  3. customthe solvent was evaporated
  4. additionDiethyl ether and hexane were added to the residue
  5. filtrationthe precipitate was collected by filtration

出典と根拠

ORDレコード
ord-f15264134eac4f0192cdd015c4b915cf
出典データセット
uspto-grants-2010_06
特許番号
US07728005B2

関連ノート

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