Chlorotrimethylsilane → (2-Chloro-6-fluoro-3-methoxyphenyl)trimethylsilane

HRID 1172824ノート

反応式

HRID 1172824 の反応式
[Cl:1][C:2]1[CH:7]=[C:6]([F:8])[CH:5]=[CH:4][C:3]=1[O:9][CH3:10].[Li]C(C)(C)C.CCCCC.[CH3:21][Si:22]([CH3:25])([CH3:24])Cl.C(=O)(O)[O-].[Na+]>C1COCC1>[F:8][C:6]1[CH:5]=[CH:4][C:3]([O:9][CH3:10])=[C:2]([Cl:1])[C:7]=1[Si:22]([CH3:25])([CH3:24])[CH3:21]

参加物

7

反応物 5

HCID 6397ChlorotrimethylsilaneHCID 8003PentaneHCID 516892Sodium BicarbonateHCID 27735802-Chloro-4-fluoroanisoleHCID 178418306HCID 178418306、化合物

生成物 1

HCID 46941339(2-Chloro-6-fluoro-3-methoxyphenyl)trimethylsilane

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

To a solution of 2-chloro-4-fluoroanisole (16.5 g, 100 mmol) in THF (500 mL) cooled at −75° C. was added dropwise a solution of t-BuLi in pentane (1.7 M, 61.8 mL, 105 mmol). The reaction was kept at −75° C. for 15 min, quenched at −75° C. with trimethylchlorosilane (19.0 mL, 150 mmol) and finally poured into a saturated solution of sodium bicarbonate. The organic layer was washed with brine, dried over magnesium sulfate and concentrated. The residue was purified by chromatography on silica gel eluting with 20:1 hexane:diethyl ether to give the title product.

後処理

  1. washThe organic layer was washed with brine
  2. dry with materialdried over magnesium sulfate
  3. concentrationconcentrated
  4. customThe residue was purified by chromatography on silica gel eluting with 20:1 hexane

出典と根拠

ORDレコード
ord-cbd6a7b66c6640aebfde53b5897cfb8c
出典データセット
uspto-grants-2010_11
特許番号
US07834036B2

反応ノート

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