Sodium hydride → HCID 66742459, 화합물

HRID 45908노트

반응식

HRID 45908 반응식
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[S:9][C:10]([CH:13]([OH:15])[CH3:14])=[CH:11][N:12]=2)=[CH:4][CH:3]=1.[H-].[Na+].Cl[C:19]1[CH:25]2[CH2:26][CH:22]([CH2:23][CH2:24]2)[C:21](=[O:27])[CH:20]=1>O1CCCC1>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[S:9][C:10]([CH:13]([O:15][C:19]3[CH:25]4[CH2:26][CH:22]([CH2:23][CH2:24]4)[C:21](=[O:27])[CH:20]=3)[CH3:14])=[CH:11][N:12]=2)=[CH:6][CH:7]=1

참가 물질

5

반응물 3

HCID 24758Sodium hydrideHCID 57591516HCID 57591516, 화합물HCID 595624751-[2-(4-Chlorophenyl)thiazol-5-yl]ethanol

생성물 1

HCID 66742459HCID 66742459, 화합물수율 74.9%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

To a solution of 1-[2-(4-chlorophenyl)thiazol-5-yl]ethanol (1.1 g, 4.6 mmol) in anhydrous tetrahydrofuran (20 ml) is added, in one portion, sodium hydride (60% dispersion in mineral oil, 184 mg, 4.6 mmol). The reaction mixture is stirred for 5 minutes at room temperature and 4-chlorobicyclo[3.2.1]oct-3-en-2-one (720 mg, 4.6 mmol) is added in one portion. The reaction mixture is stirred at room temperature overnight. Silica gel is added to the crude reaction mixture, the solvent is evaporated under reduced pressure and the residue is purified by flash chromatography on silica gel to give 4-{1-[2-(4-chlorophenyl)thiazol-5-yl]ethoxy}bicyclo[3.2.1]oct-3-en-2-one (1.24 g)

후처리

  1. stirringThe reaction mixture is stirred at room temperature overnight
  2. additionSilica gel is added to the crude
  3. customreaction mixture
  4. customthe solvent is evaporated under reduced pressure
  5. customthe residue is purified by flash chromatography on silica gel

출처 및 근거

ORD 기록
ord-994e3f73ffd042758d1c8616164dfd90
출처 데이터셋
uspto-grants-2013_09
특허 번호
US08541594B2

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