Sodium Hydroxide → HCID 9864033, 화합물

HRID 2290168노트

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HRID 2290168 반응식
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]

참가 물질

4

반응물 2

HCID 14798Sodium HydroxideHCID 54564421HCID 54564421, 화합물2회

생성물 1

HCID 9864033HCID 9864033, 화합물수율 50%

시약·촉매·용매 1

HCID 702Ethanol용매

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온도
55 °C

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-ddae0961283c4ac7be0bd7ae7ecd8d0a
출처 데이터셋
uspto-grants-2000_07
특허 번호
US06093838

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