Diethyl Ether → HCID 18448596, 화합물

HRID 1269444노트

반응식

HRID 1269444 반응식
C([Li])CCC.C[CH2:7][O:8]CC.[C:11]([Si:15]([O:18][CH:19]1[C:28]2[C:23](=[CH:24][CH:25]=[CH:26][CH:27]=2)[O:22][CH2:21][CH2:20]1)([CH3:17])[CH3:16])([CH3:14])([CH3:13])[CH3:12]>CN(C=O)C>[C:11]([Si:15]([CH3:17])([CH3:16])[O:18][CH:19]1[C:28]2[C:23](=[C:24]([CH:7]=[O:8])[CH:25]=[CH:26][CH:27]=2)[O:22][CH2:21][CH2:20]1)([CH3:14])([CH3:12])[CH3:13]

참가 물질

5

반응물 3

HCID 3283Diethyl EtherHCID 18448670Tert-butyl(chroman-4-yloxy)dimethylsilaneHCID 178418339Butyllithium

생성물 1

HCID 18448596HCID 18448596, 화합물

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

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온도
3 °C

실험 절차

Butyllithium was added to an Et2O (80 mL) solution of tert-butyl-(chroman-4-yloxy)-dimethyl-silane (6.21 g, 23.5 mmol) at −80° C. After stirring the mixture at 3° C. for 15 h, DMF (10 mL) was added at 0° C. Following a 30 min stirring at RT, the reaction was quenched with saturated NH4Cl solution. The reaction was diluted with Et2O (200 mL) and washed with brine. The organic phase was dried over MgSO41 filtered, and concentrated in vacuo to provide the crude compound (40% conversion by 1H NMR) which was purified by column chromatography (silica, 0 to 10% ether in hexane) to provide the title compound.

후처리

  1. waitFollowing a 30 min
  2. stirringstirring at RT
  3. customthe reaction was quenched with saturated NH4Cl solution
  4. additionThe reaction was diluted with Et2O (200 mL)
  5. washwashed with brine
  6. customThe organic phase was dried over MgSO41
  7. filtrationfiltered
  8. concentrationconcentrated in vacuo
  9. customto provide the crude compound (40% conversion by 1H NMR) which
  10. customwas purified by column chromatography (silica, 0 to 10% ether in hexane)

출처 및 근거

ORD 기록
ord-d0bbb3dbe9854da1abcf4b6f9b68ee10
출처 데이터셋
uspto-grants-2007_04
특허 번호
US07199244B2

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