Triethylamine → Tert-butyl(2-fluoro-5-methoxyphenoxy)dimethylsilane

HRID 2089676노트

반응식

HRID 2089676 반응식
[F:1][C:2]1[CH:7]=[CH:6][C:5]([O:8][CH3:9])=[CH:4][C:3]=1[OH:10].C(N(CC)CC)C.[Si:18](Cl)([C:21]([CH3:24])([CH3:23])[CH3:22])([CH3:20])[CH3:19].[OH-].[Na+]>O1CCCC1.CCCCCCC>[C:21]([Si:18]([O:10][C:3]1[CH:4]=[C:5]([O:8][CH3:9])[CH:6]=[CH:7][C:2]=1[F:1])([CH3:20])[CH3:19])([CH3:24])([CH3:23])[CH3:22]

참가 물질

7

반응물 4

HCID 8471TriethylamineHCID 14798Sodium HydroxideHCID 28928tert-Butyldimethylsilyl chlorideHCID 141189572-Fluoro-5-methoxyphenol

생성물 1

HCID 67469961Tert-butyl(2-fluoro-5-methoxyphenoxy)dimethylsilane수율 94.7%

시약·촉매·용매 2

HCID 8028Tetrahydrofuran용매2회HCID 8900Heptane용매

실험 절차

To a flask, 2-fluoro-5-methoxyphenol (6.00 g, 42 mmol), triethylamine (5.77 g, 57 mmol), and tetrahydrofuran (36.0 mL) were added, and the resulting mixture was cooled in an ice water bath under nitrogen atmosphere. To the solution, a solution of tert-butyldimethylsilyl chloride (6.89 g, 44 mmol) in tetrahydrofuran (30.0 mL) was added dropwise, and the resulting mixture was stirred overnight at room temperature. To the reaction mixture, heptane and a 2 N aqueous sodium hydroxide solution were added, and the resulting mixture was extracted. The organic layer was washed with water, and concentrated under reduced pressure to obtain the captioned compound (10.2 g) as a light brownish-red oil.

후처리

  1. temperaturethe resulting mixture was cooled in an ice water bath under nitrogen atmosphere
  2. extractionthe resulting mixture was extracted
  3. washThe organic layer was washed with water
  4. concentrationconcentrated under reduced pressure

출처 및 근거

ORD 기록
ord-33c135b237134441b736a2e66c26860e
출처 데이터셋
uspto-grants-2013_05
특허 번호
US08436009B2

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