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Trimethylsilyldiazomethane → ((2RS,3SR)-2-(4-chlorophenyl)-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)cyclopropyl)(trimethyl)silane

HRID 2203078
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HRID 2203078 반응식
[Cl:1][C:2]1[CH:7]=[CH:6][C:5](/[CH:8]=[CH:9]/[B:10]2[O:14][C:13]([CH3:16])([CH3:15])[C:12]([CH3:18])([CH3:17])[O:11]2)=[CH:4][CH:3]=1.[CH3:19][Si:20]([CH:23]=[N+]=[N-])([CH3:22])[CH3:21]>CCOCC.CC([O-])=O.CC([O-])=O.[Pd+2]>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]2[CH:9]([B:10]3[O:14][C:13]([CH3:16])([CH3:15])[C:12]([CH3:18])([CH3:17])[O:11]3)[CH:19]2[Si:20]([CH3:23])([CH3:22])[CH3:21])=[CH:4][CH:3]=1
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참가 물질

5

반응물 2

HCID 167693TrimethylsilyldiazomethaneHCID 11021782(E)-2-(4-Chlorostyryl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

생성물 1

HCID 131735783((2RS,3SR)-2-(4-chlorophenyl)-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)cyclopropyl)(trimethyl)silane

시약·촉매·용매 2

HCID 167845palladium(II) acetate촉매HCID 3283Diethyl Ether용매

실험 절차

To a solution of 2-((E)-2-(4-chlorophenyl)ethenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (300 mg) and Pd(OAc)2 (127 mg) in Et2O (10 ml) was added trimethylsilyldiazomethane (2.83 ml), and the mixture was stirred at room temperature for 3 h. The mixture was purified by silica gel column chromatography (hexane/EtOAc) to give the title compound (260 mg) as an oil.

후처리

  1. customThe mixture was purified by silica gel column chromatography (hexane/EtOAc)

출처 및 근거

ORD 기록
ord-9419eac3bf8c41daaa87f6549c9f1e8d
출처 데이터셋
uspto-grants-2016_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09365540B2

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