Bromotrimethylsilane → 4-Bromo-7-bromomethyl-2-isopropyl-2H-phthalazin-1-one

HRID 1765357ノート

反応式

HRID 1765357 の反応式
[Br:1][C:2]1[C:11]2[C:6](=[CH:7][C:8]([CH2:12]O)=[CH:9][CH:10]=2)[C:5](=[O:14])[N:4]([CH:15]([CH3:17])[CH3:16])[N:3]=1.C[Si]([Br:22])(C)C.[Li+].[Br-]>C(#N)C>[Br:1][C:2]1[C:11]2[C:6](=[CH:7][C:8]([CH2:12][Br:22])=[CH:9][CH:10]=2)[C:5](=[O:14])[N:4]([CH:15]([CH3:17])[CH3:16])[N:3]=1

参加物

5

反応物 3

HCID 76113BromotrimethylsilaneHCID 82050Lithium BromideHCID 21106569HCID 21106569、化合物

生成物 1

HCID 211065684-Bromo-7-bromomethyl-2-isopropyl-2H-phthalazin-1-one収率 44.4%

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒2 回

反応条件

温度
80 °C

実験手順

A solution of 4-Bromo-7-hydroxymethyl-2-isopropyl-2H-phthalazin-1-one (0.74 g, 2.5 mmol) in acetonitrile (5 ml) was added dropwise to a stirred suspension of trimethylsilyl bromide (TMSBr) (0.9 g, 6.3 mmol) and LiBr (0.41 g, 5 mmol) in acetonitrile (15 ml). The reaction mixture was heated to 80° C. for 24 hours, after which time the reaction mixture was cooled to room temperature and the solvent removed under vacuum. The resulting residue was purified by flash column chromatography (elution: 85% heptane, 15% ethyl acetate) to give the title compound (0.4 g, 44% yield) as a white solid.

後処理

  1. temperatureafter which time the reaction mixture was cooled to room temperature
  2. customthe solvent removed under vacuum
  3. customThe resulting residue was purified by flash column chromatography (elution: 85% heptane, 15% ethyl acetate)

出典と根拠

ORDレコード
ord-b2bbeb38d8de47759b5a2ffb2f2e7d69
出典データセット
uspto-grants-2007_06
特許番号
US07226923B2

反応ノート

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