Lithium Hydroxide → 4-{[(4-tert-butylphenyl)amino]carbonyl}benzoic Acid

HRID 1822929노트

반응식

HRID 1822929 반응식
[C:1]([C:5]1[CH:10]=[CH:9][C:8]([NH:11][C:12]([C:14]2[CH:23]=[CH:22][C:17]([C:18]([O:20]C)=[O:19])=[CH:16][CH:15]=2)=[O:13])=[CH:7][CH:6]=1)([CH3:4])([CH3:3])[CH3:2].[Li+].[OH-]>O1CCCC1.CO>[C:1]([C:5]1[CH:6]=[CH:7][C:8]([NH:11][C:12]([C:14]2[CH:15]=[CH:16][C:17]([C:18]([OH:20])=[O:19])=[CH:22][CH:23]=2)=[O:13])=[CH:9][CH:10]=1)([CH3:4])([CH3:2])[CH3:3]

참가 물질

5

반응물 2

HCID 3939Lithium HydroxideHCID 7913868Methyl 4-{[(4-tert-butylphenyl)amino]carbonyl}benzoate

생성물 1

HCID 141864734-{[(4-tert-butylphenyl)amino]carbonyl}benzoic Acid

시약·촉매·용매 2

HCID 887Methanol용매HCID 8028Tetrahydrofuran용매

실험 절차

The product from Example 23A (0.71 g, 2.28 mmol) in tetrahydrofuran (23 mL) and CH3OH (5.7 mL) was treated with 1N aqueous LiOH (5.7 mL, 5.7 mmol). After stirring overnight at room temperature, the organic solvents were removed under reduced pressure and the remaining aqueous solution was acidified to pH 1 with concentrated HCl. The acidified solution was extracted with ethyl acetate. The extracts were combined, dried over Na2SO4, filtered, and the filtrate concentrated under reduced pressure to provide the title compound as a solid. 1H NMR (300 MHz, DMSO-d6) δ 10.33 (s, 1H), 8.06 (m, 4H), 7.69 (m, 2H), 7.38 (m, 2H), 1.29 (s, 9H); MS (ESI+) m/z 298 (M+H)+.

후처리

  1. customthe organic solvents were removed under reduced pressure
  2. extractionThe acidified solution was extracted with ethyl acetate
  3. dry with materialdried over Na2SO4
  4. filtrationfiltered
  5. concentrationthe filtrate concentrated under reduced pressure

출처 및 근거

ORD 기록
ord-23862680c8db4ea2ade1809f7ed588b0
출처 데이터셋
uspto-grants-2006_05
특허 번호
US07037927B2

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