Lithium Hydroxide → HCID 68512729, 화합물

HRID 1958874노트

반응식

HRID 1958874 반응식
[Li+].[OH-].C[O:4][C:5](=[O:37])[CH2:6][NH:7][C:8]([C:10]1[C:19]2[C:14](=[CH:15][CH:16]=[CH:17][CH:18]=2)[C:13]([C:20]2[CH2:24][C:23]([C:29]3[CH:34]=[C:33]([Cl:35])[CH:32]=[C:31]([Cl:36])[CH:30]=3)([C:25]([F:28])([F:27])[F:26])[O:22][N:21]=2)=[CH:12][CH:11]=1)=[O:9]>O1CCCC1.O>[Cl:36][C:31]1[CH:30]=[C:29]([C:23]2([C:25]([F:27])([F:26])[F:28])[O:22][N:21]=[C:20]([C:13]3[C:14]4[C:19](=[CH:18][CH:17]=[CH:16][CH:15]=4)[C:10]([C:8]([NH:7][CH2:6][C:5]([OH:37])=[O:4])=[O:9])=[CH:11][CH:12]=3)[CH2:24]2)[CH:34]=[C:33]([Cl:35])[CH:32]=1

참가 물질

5

반응물 2

HCID 3939Lithium HydroxideHCID 68514950HCID 68514950, 화합물2회

생성물 1

HCID 68512729HCID 68512729, 화합물

시약·촉매·용매 2

HCID 962Water용매HCID 8028Tetrahydrofuran용매

실험 절차

An aqueous solution of LiOH (300 mg, in 5 mL of H2O) was added to a stirred solution of N-[[4-[5-(3,5-dichlorophenyl)-4,5-dihydro-5-(trifluoromethyl)-3-isoxazolyl]-1-naphthalenyl]carbonyl]glycine methyl ester (i.e. the product of Step C, 620 mg) in tetrahydrofuran (5 mL). After stirring at room temperature for 1 h, the reaction mixture was diluted with water and extracted with hexane. The aqueous layer was acidified with 6.0 N HCl to pH 2, and a white precipitate formed. The aqueous mixture was extracted with ethyl acetate. The organic extract was washed with brine, dried over sodium sulfate, and concentrated under reduced pressure to provide the title compound (600 mg) as a white solid. 1H NMR (Me2S(O)-d6): δ 9.02 (t, 1H), 8.81 (d, 1H), 8.37 (d, 1H), 7.92 (d, 1H), 7.83 (t, 1H), 7.65-7.74 (m, 5H), 4.58 (d, 1H), 4.54 (d, 1H), 4.02 (d, 2H).

후처리

  1. extractionextracted with hexane
  2. customa white precipitate formed
  3. extractionThe aqueous mixture was extracted with ethyl acetate
  4. extractionThe organic extract
  5. washwas washed with brine
  6. dry with materialdried over sodium sulfate
  7. concentrationconcentrated under reduced pressure

출처 및 근거

ORD 기록
ord-90a88703efd54ced8c90d93a0008339e
출처 데이터셋
uspto-grants-2013_04
특허 번호
US08410153B2

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