Lithium hydroxide, monohydrate → HCID 18957366, 화합물

HRID 2379553노트

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HRID 2379553 반응식
[C:1]1([C:7]2[N:8]=[C:9]([CH2:18][N:19]([C:32]([O:34][CH2:35][CH3:36])=[O:33])[C:20]3[CH:21]=[C:22]([CH:29]=[CH:30][CH:31]=3)[O:23][CH2:24][C:25]([O:27]C)=[O:26])[O:10][C:11]=2[C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.O[Li].O>CCO>[C:1]1([C:7]2[N:8]=[C:9]([CH2:18][N:19]([C:32]([O:34][CH2:35][CH3:36])=[O:33])[C:20]3[CH:21]=[C:22]([CH:29]=[CH:30][CH:31]=3)[O:23][CH2:24][C:25]([OH:27])=[O:26])[O:10][C:11]=2[C:12]2[CH:13]=[CH:14][CH:15]=[CH:16][CH:17]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

참가 물질

4

반응물 2

HCID 168937Lithium hydroxide, monohydrateHCID 9935116HCID 9935116, 화합물

생성물 1

HCID 18957366HCID 18957366, 화합물수율 80%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

A mixture of methyl [3-[[(4,5-diphenyl-2-oxazolyl) methyl](ethoxycarbonyl)amino]phenoxy]acetate (0.90 g, 1.9 mmol), LiOH.H2O (82 mg, 2 mmol) and 95% EtOH (25 mL) was stirred at room temperature for about 25 hours. The EtOH was evaporated, the residue diluted with H2O and acidified with 2N HCl solution. Extraction with CH2Cl2 afforded an oil which was chromatographed first on a column of silica gel using CH2Cl2 /MeOH (9:1) as eluent and subsequently on a column of silica gel using hexanes/EtOAc/AcOH (12:7:1) as eluent to give [3-[[(4,5-diphenyl-2-oxazolyl) methyl](ethoxycarbonyl)amino]phenoxy]acetic acid (0.70 g, 80%). IR (film) 3000, 1710 cm-1 ; 1H NMR (CDCl3) δ1.22 (3H, t, J=8 Hz, OCH2CH3), 4.21 (2H, q, J=8 Hz, OCH2CH 3), 4.55 (2H, s, OCH2CO2CH3), 5.03 (2H, s, CH2 -oxazole), 6.79 (1H, dd, J=9 Hz, J'=2 Hz, aromatic H), 7.00 (2H, m, aromatic H), 7.20 to 7.40 (7H, m, aromatic H), 7.50 to 7.70 (4H, m, aromatic H), 10.49 (1H, bs, CO2H); MS m/z 473 (MH+).

후처리

  1. customThe EtOH was evaporated
  2. additionthe residue diluted with H2O
  3. extractionExtraction with CH2Cl2
  4. customafforded an oil which
  5. customwas chromatographed first on a column of silica gel

출처 및 근거

ORD 기록
ord-6be2819906324bc991527b47b66a95bd
출처 데이터셋
uspto-grants-1994_11
특허 번호
US05362879

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