Water → samarium (R)-1,1'-bi-2-naphthol

HRID 52612

반응식

HRID 52612 반응식
[Cl-].[Cl-].[Cl-].[Sm+3:4].[Li].C([Li])CCC.[CH:11]1[CH:16]=[C:15]2[CH:17]=[CH:18][C:19]([OH:32])=[C:20]([C:21]3[C:30]4[C:25](=[CH:26][CH:27]=[CH:28][CH:29]=4)[CH:24]=[CH:23][C:22]=3[OH:31])[C:14]2=[CH:13][CH:12]=1.CC(C)([O-])C.[Na+].O>C1COCC1.CCCCCC>[Sm:4].[CH:27]1[CH:26]=[C:25]2[CH:24]=[CH:23][C:22]([OH:31])=[C:21]([C:20]3[C:14]4[C:15](=[CH:16][CH:11]=[CH:12][CH:13]=4)[CH:17]=[CH:18][C:19]=3[OH:32])[C:30]2=[CH:29][CH:28]=1

참가 물질

9

반응물 6

HCID 962WaterHCID 11762BinolHCID 3028194LithiumHCID 10131313Samarium(3+);trichlorideHCID 23676156Sodium t-butoxideHCID 178418339Butyllithium

생성물 1

HCID 92015231samarium (R)-1,1'-bi-2-naphthol

시약·촉매·용매 2

HCID 8028Tetrahydrofuran용매3회HCID 8058Hexane용매

실험 절차

To a suspension of 128 mg (0.50 mmol) of anhydrous samarium trichloride (SmCl3) in 4.0 ml of THF were added, in an argon atmosphere at room temperature, a lithium binaphthoxide solution in THF [prepared by adding 1.25 ml (2.0 mmol) of a 1.6N n-butyllithium solution in hexane to a solution of 286.4 mg (1.0 mmol) of (R)-1,1'-bi-2-naphthol in 4.0 ml of THF], 48.1 mg (0.50 mmol) of sodium t-butoxide and 99 μl (5.5 mmol) of water, in that order, and the mixture was stirred at room temperature for 15 hours and then allowed to stand overnight to allow the insoluble matter to precipitate. The supernatant solution was submitted to the reaction proper as a samarium/(R)-1,1'-bi-2-naphthol complex solution (0.05 mmol/l).

후처리

  1. additionwere added, in an argon atmosphere at room temperature
  2. waitto stand overnight
  3. customto precipitate
  4. customThe supernatant solution was submitted to the reaction proper as a samarium/(R)-1,1'-bi-2-naphthol complex solution (0.05 mmol/l)

출처 및 근거

ORD 기록
ord-4ab3c2df33f4421996d30d0573499648
출처 데이터셋
uspto-grants-1997_04
특허 번호
US05616726

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