Sodium Hydroxide → HCID 9864033、化合物

HRID 2290168ノート

反応式

HRID 2290168 の反応式
C([O:3][C:4](=[O:29])[C:5]1[CH:10]=[CH:9][C:8]([N:11]([CH2:25][CH2:26][CH2:27][CH3:28])[C:12]2[CH:13]=[C:14]3[C:18](=[CH:19][CH:20]=2)[C:17]([CH3:22])([CH3:21])[O:16][C:15]3([CH3:24])[CH3:23])=[CH:7][CH:6]=1)C.[OH-].[Na+]>C(O)C>[CH2:25]([N:11]([C:12]1[CH:13]=[C:14]2[C:18](=[CH:19][CH:20]=1)[C:17]([CH3:22])([CH3:21])[O:16][C:15]2([CH3:23])[CH3:24])[C:8]1[CH:7]=[CH:6][C:5]([C:4]([OH:29])=[O:3])=[CH:10][CH:9]=1)[CH2:26][CH2:27][CH3:28]

参加物

4

反応物 2

HCID 14798Sodium HydroxideHCID 54564421HCID 54564421、化合物2 回

生成物 1

HCID 9864033HCID 9864033、化合物収率 50%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

反応条件

温度
55 °C

実験手順

A solution of 4-[n-butyl-(1,1,3,3-tetramethyl-1,3-dihydro-isobenzofuran-5-yl)-amino]-benzoic acid ethyl ester (Compound 82, 0.224 g, 0.6 mmol) in 20 mL of ethanol was treated with 2 mL of 5M sodium hydroxide solution and the resulting solution was heated at 55° C. for 2 hours. The volatiles were removed by distillation in vacuo and the residue was acidified using hydrochloric acid and extracted with ethyl acetate. The organic extract was washed with brine, dried over anhydrous sodium sulfate and evaporated to a residue which was subjected to flash column chromatography on silica gel using ethyl acetate as the eluent to afford the title compound (0.091 g, 50%) as a white solid. 1H NMR (300 MHz, CDCl3): δ 7.90 (d, 2H, J=9.1 Hz), 7.12 (d, 1H, J=8.2 Hz), 7.09 (d, 1H, J=8.1 Hz), 6.91 (s, 1H), 6.67 (d, 2H, J=9.0 Hz), 3.71 (t, 2H, J=7.8 Hz), 1.72-1.64 (m, 2H) 1.56 (s, 6H), 1.52 (s, 6H), 1.34-1.45 (m, 2H), 0.95 (t, 3H, J=7.3 Hz).

後処理

  1. customThe volatiles were removed by distillation in vacuo
  2. extractionextracted with ethyl acetate
  3. extractionThe organic extract
  4. washwas washed with brine
  5. dry with materialdried over anhydrous sodium sulfate
  6. customevaporated to a residue which

出典と根拠

ORDレコード
ord-ddae0961283c4ac7be0bd7ae7ecd8d0a
出典データセット
uspto-grants-2000_07
特許番号
US06093838

反応ノート

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