Allyl bromide → HCID 23539493, compound

HRID 1171989Notes

Reaction equation

HRID 1171989 reaction equation
BrC1C=CC2C3C(=CC(Br)=CC=3)CC=2C=1.C(Br)C=C.[OH-].[Na+].[Br:22][C:23]1[CH:35]=[CH:34][C:33]2[C:32]3[C:27](=[CH:28][C:29]([Br:36])=[CH:30][CH:31]=3)[C:26]([CH2:43][CH2:44][CH2:45]CC=C)([CH2:37][CH2:38][CH2:39]CC=C)[C:25]=2[CH:24]=1>[N+](CCCC)(CCCC)(CCCC)CCCC.[Br-].C1(C)C=CC=CC=1>[Br:22][C:23]1[CH:35]=[CH:34][C:33]2[C:32]3[C:27](=[CH:28][C:29]([Br:36])=[CH:30][CH:31]=3)[C:26]([CH2:43][CH:44]=[CH2:45])([CH2:37][CH:38]=[CH2:39])[C:25]=2[CH:24]=1

Participants

7

Reactant 4

HCID 7841Allyl bromideHCID 14798Sodium HydroxideHCID 1400732,7-DibromofluoreneHCID 57980924HCID 57980924, compound

Product 1

HCID 23539493HCID 23539493, compound

Reagents, catalysts & solvents 2

HCID 74236Tetrabutylammonium BromideCatalystHCID 1140TolueneSolvent

Procedure

2,7-dibromofluorene (5 g, 15.4 mmol) was combined with allyl bromide (5.6 g, 46.2 mmol) and reacted with toluene, NaOH and Bu4NBr as above for 2,7-dibromo-9,9-dihex-5-enyl-fluorene. 7.1 g of a yellow solid was obtained.

Sources & evidence

ORD record
ord-f480be1b870645d681519f7cd84c5c55
Source dataset
uspto-grants-2010_11
Patent number
US07830081B2

Reaction notes

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