Potassium Carbonate → 1-Bromo-3-(2-triisopropylsilyloxy-ethoxy)-naphtalene

HRID 479366

반응식

HRID 479366 반응식
[Br:1][C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[CH:5]=[C:4]([OH:12])[CH:3]=1.Br[CH2:14][CH2:15][O:16][Si:17]([CH:24]([CH3:26])[CH3:25])([CH:21]([CH3:23])[CH3:22])[CH:18]([CH3:20])[CH3:19].C(=O)([O-])[O-].[K+].[K+]>[I-].C([N+](CCCC)(CCCC)CCCC)CCC.CN(C)C=O>[Br:1][C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[CH:5]=[C:4]([O:12][CH2:14][CH2:15][O:16][Si:17]([CH:21]([CH3:22])[CH3:23])([CH:18]([CH3:20])[CH3:19])[CH:24]([CH3:25])[CH3:26])[CH:3]=1

참가 물질

6

반응물 3

HCID 11430Potassium CarbonateHCID 121155964-Bromo-2-naphtholHCID 12137438Silane, (2-bromoethoxy)tris(1-methylethyl)-2회

생성물 1

HCID 121155971-Bromo-3-(2-triisopropylsilyloxy-ethoxy)-naphtalene

시약·촉매·용매 2

HCID 67553Tetrabutylammonium Iodide촉매HCID 6228Dimethylformamide용매

실험 절차

A stirred mixture of 4.38 g (19.6 mmol) of 1-bromo-naphtalen-3-ol (prepared according to the procedure of M. S. Newman, V. Sankaran, D. R. Olson, J. Am. Chem. Soc. 1976, 98, 3237-3242), 5.52 g (19.6 mmol) of 1-bromo-2-triisopropylsilyloxy-ethane, 13.56 g (98.1 mmol) of potassium carbonate and 1.45 g (3.9 mmol) of tetrabutylammonium iodide in 50 mL of dimethylformamide is heated to 60° C. for 4 hours. Then an additional 0.55 g (2.0 mmol) of 1-bromo-2-triisopropylsilyloxy-ethane are added and stirring is continued for another hour at 60° C., after which TLC analysis indicated complete consumption of 1-bromo-naphtalen-3-ol.

후처리

  1. customprepared
  2. waitis continued for another hour at 60° C.
  3. customconsumption of 1-bromo-naphtalen-3-ol

출처 및 근거

ORD 기록
ord-e8650296282a450a94feaa31f617cf6a
출처 데이터셋
uspto-grants-2003_11
특허 번호
US06645970B2

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