1-Bromo-4-[(1S,2R)-2-vinylcyclopropyl]benzene → HCID 69230746, compound

HRID 515053Notes

Reaction equation

HRID 515053 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([C@H:8]2[CH2:10][C@@H:9]2[CH:11]=[CH2:12])=[CH:4][CH:3]=1>CCCCCC>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([C@@H:8]2[CH2:10][C@H:9]2[CH:11]=[CH2:12])=[CH:4][CH:3]=1

Participants

3

Reactant 1

HCID 684062521-Bromo-4-[(1S,2R)-2-vinylcyclopropyl]benzene

Product 1

HCID 69230746HCID 69230746, compound

Reagents, catalysts & solvents 1

HCID 8058HexaneSolvent

Procedure

The aldehyde intermediate from Example 29E (2.35 g, 10.44 mmol) was converted to the alkene by the methods outlined in Example 26E, followed by chromatography (100% hexane) provided the title compound. 1H NMR (300 MHz, CDCl3): δ 1.07-1.19 (m, 2H), 1.60-1.71 (m, 1H), 1.83-1.91 (m, 1H), 4.91-4.97 (m, 1H), 5.05-5.14 (m, 1H), 5.45-5.59 (m, 1H), 6.93 (d, J=9 Hz, 2H), 7.36 (d, J=9 Hz, 2H). MS (DCl—NH3) m/z 241 (M+NH4)+.

Sources & evidence

ORD record
ord-6629aa7d8f9742dc80f0c31f2353da5c
Source dataset
uspto-grants-2015_08
Patent number
US09108948B2

Reaction notes

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