Carbon tetrabromide → HCID 22177407, compound

HRID 1797346Notes

Reaction equation

[CH2:1]([O:5][C:6]1[CH:11]=[CH:10][C:9](/[CH:12]=[CH:13]/[C:14]([O:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][O:23][C:24]2[CH:25]=[C:26]([CH:29]=[C:30]([O:32][CH2:33][CH2:34][CH2:35][CH2:36][CH2:37][CH2:38][O:39][C:40](=[O:56])/[CH:41]=[CH:42]/[C:43]3[CH:48]=[CH:47][C:46]([O:49][CH2:50][CH2:51][CH2:52][CH3:53])=[C:45]([O:54][CH3:55])[CH:44]=3)[CH:31]=2)[CH2:27]O)=[O:15])=[CH:8][C:7]=1[O:57][CH3:58])[CH2:2][CH2:3][CH3:4].[Br:59]C(Br)(Br)Br.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1>ClCCl>[CH2:1]([O:5][C:6]1[CH:11]=[CH:10][C:9](/[CH:12]=[CH:13]/[C:14]([O:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][O:23][C:24]2[CH:25]=[C:26]([CH:29]=[C:30]([O:32][CH2:33][CH2:34][CH2:35][CH2:36][CH2:37][CH2:38][O:39][C:40](=[O:56])/[CH:41]=[CH:42]/[C:43]3[CH:48]=[CH:47][C:46]([O:49][CH2:50][CH2:51][CH2:52][CH3:53])=[C:45]([O:54][CH3:55])[CH:44]=3)[CH:31]=2)[CH2:27][Br:59])=[O:15])=[CH:8][C:7]=1[O:57][CH3:58])[CH2:2][CH2:3][CH3:4]

Participants

Conditions

Temperature: 0 °C

Procedure

5.00 g (5.88 mmol) 3,5-bis[(6-{[(2E)-3-(4-butoxy-3-methoxyphenyl)-2-propenoyl]oxy}hexyl)oxy]benzyl alcohol, (6.47 mmol) tetrabromomethane were dissolved in 100 ml dichloromethane. The solution was subsequently cooled to 0° C. and a solution of 1.85 g (7.05 mmol) triphenylphosphine in 20 ml dichloromethane was added dropwise thereto over a period of 1 hour. The reaction mixture was reduced in volume by evaporation. Chromatography of the residue yield 3,5-bis[(6-{[(2E)-3-(4-butoxy-3-methoxy-phenyl)-2-propenoyl]oxy}hexyl)oxy]benzyl bromide.

Workup

customThe reaction mixture was reduced in volume by evaporation

Sources & evidence

ORD record: ord-0e8e2baa8d304611be7c293355564189
Source dataset: uspto-grants-2006_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07034098B2

Reaction notes

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