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Sodium Hydroxide → HCID 13064663、化合物

HRID 2244350
ノート
印刷プレビュー

反応式

HRID 2244350 の反応式
C[O:2][C:3](=[O:15])[C:4]1[CH:9]=[C:8]([Cl:10])[CH:7]=[CH:6][C:5]=1[NH:11][CH:12]([CH3:14])[CH3:13].[OH-].[Na+]>CO>[Cl:10][C:8]1[CH:7]=[CH:6][C:5]([NH:11][CH:12]([CH3:14])[CH3:13])=[C:4]([CH:9]=1)[C:3]([OH:15])=[O:2]
参加物実験手順後処理出典と根拠反応ノート

参加物

4

反応物 2

HCID 14798Sodium HydroxideHCID 17606704HCID 17606704、化合物

生成物 1

HCID 13064663HCID 13064663、化合物収率 95.2%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

To a solution of 480 mg of 5-chloro-2-isopropylamino-benzoic acid methyl ester in methanol (5 ml) were added 3.16 ml of a 1N NaOH solution and the mixture was stirred for 4 d at RT. Then the reaction mixture was concentrated in vacuo and the remaining residue dissolved in water. The resulting solution was washed with ethyl acetate and then the pH was adjusted to 1 with 1N HCl solution and the mixture was extracted with ethyl acetate. The combined organic extracts were dried (MgSO4), filtered and concentrated to give the title compound as an off-white solid (429 mg, 95%). NMR (CDCl3, 300 MHz): δ 1.27 (d, J=6.3 Hz, 6H), 3.70 (sept, J=6.3 Hz, 1H), 6.65 (d, J=9.1 Hz, 1H), 7.31 (dd, J=9.1 and 2.7 Hz, 1H), 7.92 (d, J=2.7 Hz, 1H).

後処理

  1. concentrationThen the reaction mixture was concentrated in vacuo
  2. dissolutionthe remaining residue dissolved in water
  3. washThe resulting solution was washed with ethyl acetate
  4. extractionthe mixture was extracted with ethyl acetate
  5. dry with materialThe combined organic extracts were dried (MgSO4)
  6. filtrationfiltered
  7. concentrationconcentrated

出典と根拠

ORDレコード
ord-3e544810b49648589a5d942c77b69278
出典データセット
uspto-grants-2010_03
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07678818B2

反応ノート

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