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

HRID 2089676ノート

反応式

HRID 2089676 の反応式
[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]

参加物

7

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 8028Tetrahydrofuran溶媒2 回HCID 8900Heptane溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-33c135b237134441b736a2e66c26860e
出典データセット
uspto-grants-2013_05
特許番号
US08436009B2

反応ノート

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