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

HRID 1765357노트

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HRID 1765357 반응식
[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

참가 물질

5

반응물 3

HCID 76113BromotrimethylsilaneHCID 82050Lithium BromideHCID 21106569HCID 21106569, 화합물

생성물 1

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

시약·촉매·용매 1

HCID 6342Acetonitrile용매2회

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온도
80 °C

실험 절차

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.

후처리

  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)

출처 및 근거

ORD 기록
ord-b2bbeb38d8de47759b5a2ffb2f2e7d69
출처 데이터셋
uspto-grants-2007_06
특허 번호
US07226923B2

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