Sodium hydride → HCID 66742678, 화합물

HRID 45904노트

반응식

HRID 45904 반응식
[Br:1][C:2]1[S:3][C:4]([CH2:7][OH:8])=[CH:5][N:6]=1.Cl[C:10]1[CH:16]2[CH2:17][CH:13]([CH2:14][CH2:15]2)[C:12](=[O:18])[CH:11]=1.[H-].[Na+]>O1CCCC1>[Br:1][C:2]1[S:3][C:4]([CH2:7][O:8][C:10]2[CH:16]3[CH2:17][CH:13]([CH2:14][CH2:15]3)[C:12](=[O:18])[CH:11]=2)=[CH:5][N:6]=1

참가 물질

5

반응물 3

HCID 24758Sodium hydrideHCID 7213124(2-Bromo-1,3-thiazol-5-yl)methanolHCID 57591516HCID 57591516, 화합물

생성물 1

HCID 66742678HCID 66742678, 화합물수율 81.9%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

To a solution of (2-bromothiazol-5-yl)methanol (4.85 g, 25 mmol) and 4-chloro-bicyclo[3.2.1]oct-3-en-2-one (3.92 g, 25 mmol) in anhydrous tetrahydrofuran (100 ml) is added, in small portions, sodium hydride (60% dispersion in oil, 1.00 g, 25 mmol) at 0° C. The reaction mixture is stirred overnight and allowed to warm to room temperature. 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-(2-bromothiazol-5-ylmethoxy)bicyclo[3.2.1]oct-3-en-2-one (6.43 g)

후처리

  1. additionSilica gel is added to the crude
  2. customreaction mixture
  3. customthe solvent is evaporated under reduced pressure
  4. customthe residue is purified by flash chromatography on silica gel

출처 및 근거

ORD 기록
ord-969395d855b04c7fbb15e86f4ffde491
출처 데이터셋
uspto-grants-2013_09
특허 번호
US08541594B2

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