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Water → HCID 22313844, 화합물

HRID 394881
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HRID 394881 반응식
Br[C:2]1[CH:15]=[C:14]([Cl:16])[C:5]([O:6][Si:7]([C:10]([CH3:13])([CH3:12])[CH3:11])([CH3:9])[CH3:8])=[C:4]([Cl:17])[CH:3]=1.[Li]CC[CH2:21][CH3:22].[OH2:23]>C(OCC)C.C1COCC1>[Si:7]([O:6][C:5]1[C:14]([Cl:16])=[CH:15][C:2]([C:21](=[O:23])[CH3:22])=[CH:3][C:4]=1[Cl:17])([C:10]([CH3:13])([CH3:12])[CH3:11])([CH3:9])[CH3:8]
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참가 물질

6

반응물 3

HCID 962WaterHCID 22313824(4-Bromo-2,6-dichlorophenoxy)(tert-butyl)dimethylsilaneHCID 178418339Butyllithium

생성물 1

HCID 22313844HCID 22313844, 화합물수율 34%

시약·촉매·용매 2

HCID 3283Diethyl Ether용매HCID 8028Tetrahydrofuran용매

실험 절차

To a solution of (4-bromo-2,6-dichlorophenoxy)(tert-butyl)dimethylsilane (from step 1, 15.2 g, 42.7 mmol) in diethyl ether (100 mL), n-BuLi (1.57 M in n-hexane, 27.2 mL, 42.7 mmol) was added at −78° C. and the mixture was stirred for 1 h. N,N′-dimethylacetamide (4.2 mL, 44 mmol) in THF (20 mL) was added at −78° C. and the mixture was stirred for 2 hours. The mixture was added water (100 mL) and extracted with diethyl ether (50 mL×3), dried over MgSO4 and concentrated in vacuo. The residue was purified by flash chromatography eluting with ethyl acetate-hexane (1:10) to give title compound as a pale yellow oil (4.7 g, 34%).

후처리

  1. stirringthe mixture was stirred for 2 hours
  2. extractionextracted with diethyl ether (50 mL×3)
  3. dry with materialdried over MgSO4
  4. concentrationconcentrated in vacuo
  5. customThe residue was purified by flash chromatography
  6. washeluting with ethyl acetate-hexane (1:10)

출처 및 근거

ORD 기록
ord-032681c87f294acdbd97424b58d5430d
출처 데이터셋
uspto-grants-2003_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06603008B1

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