Sodium hydride → HCID 86661954, 화합물

HRID 45903노트

반응식

HRID 45903 반응식
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[Se:9][C:10]([CH2:13][OH:14])=[CH:11][N:12]=2)=[CH:4][CH:3]=1.[H-].[Na+].Cl[C:18]1[CH:24]2[CH2:25][CH:21]([CH2:22][CH2:23]2)[C:20](=[O:26])[CH:19]=1>O1CCCC1>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[Se:9][C:10]([CH2:13][O:14][C:18]3[CH:24]4[CH2:25][CH:21]([CH2:22][CH2:23]4)[C:20](=[O:26])[CH:19]=3)=[CH:11][N:12]=2)=[CH:6][CH:7]=1

참가 물질

5

반응물 3

HCID 24758Sodium hydrideHCID 57591516HCID 57591516, 화합물HCID 59562443[2-(4-Chlorophenyl)selenazol-5-yl]methanol

생성물 1

HCID 86661954HCID 86661954, 화합물수율 63.7%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

To a solution of [2-(4-chlorophenyl)selenazol-5-yl]methanol (300 mg, 1.1 mmol) in dry tetrahydrofuran (5 ml) is added, in one portion, sodium hydride (60% dispersion in mineral oil, 44 mg, 1.1 mmol). The reaction mixture is stirred for 5 minutes at room temperature and 4-chlorobicyclo[3.2.1]oct-3-en-2-one (172 mg, 1.1 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-[2-(4-chlorophenyl)selenazol-5-ylmethoxy]bicyclo[3.2.1]oct-3-en-2-one (275 mg).

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-2a6b0be894c1444eb83bc0ee1e8d8951
출처 데이터셋
uspto-grants-2013_09
특허 번호
US08541594B2

반응 노트

불러오는 중…