Cyclopropanecarbonitrile → 1-(4-Bromo-2-iodobenzyl)cyclopropanecarbonitrile

HRID 1965059

반응식

HRID 1965059 반응식
[Br:1][C:2]1[CH:14]=[CH:13][C:5]([CH2:6][C:7]2([C:11]#[N:12])[CH2:10][CH2:9]C2)=[C:4]([I:15])[CH:3]=1.C1(C#N)CC1.BrC1C=CC(CBr)=C(I)C=1>>[Br:1][C:2]1[CH:14]=[CH:13][C:5]([CH2:6][C:7]2([C:11]#[N:12])[CH2:10][CH2:9]2)=[C:4]([I:15])[CH:3]=1

참가 물질

4

반응물 3

HCID 79637CyclopropanecarbonitrileHCID 532313074-Bromo-1-(bromomethyl)-2-iodobenzeneHCID 679794311-(4-Bromo-2-iodobenzyl)cyclobutanecarbonitrile2회

생성물 1

HCID 679793041-(4-Bromo-2-iodobenzyl)cyclopropanecarbonitrile수율 55%

실험 절차

The title compound (2.1 g, 55% yield) was prepared as described for 1-(4-Bromo-2-iodobenzyl)cyclobutanecarbonitrile (Intermediate 37) starting from cyclopropanecarbonitrile (1.96 mL, 26.6 mmol) and 4-bromo-1-(bromomethyl)-2-iodobenzene (see Caruso, A.; Tovar, J., D. J. Org. Chem. 2011, 76, 2227-2239) (4.0 g, 10.6 mmol): 1H NMR (400 MHz, CDCl3) δ ppm 1.02-1.07 (m, 2 H), 1.33-1.37 (m, 2 H), 2.98 (s, 2 H), 7.35 (d, 1 H), 7.51 (dd, 1 H), 8.02 (d, 1 H); MS (CI) m/z 362 [M+H]

출처 및 근거

ORD 기록
ord-ae2bb3564f02473d91d3c9c73db3d40c
출처 데이터셋
uspto-grants-2013_04
특허 번호
US08415483B2

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