Allyl bromide → HCID 14834718, compound

HRID 1089334Notes

Reaction equation

HRID 1089334 reaction equation
C(O[C:4](=[O:24])[CH2:5][CH:6]([OH:23])[CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH:15]([CH:17]1[CH2:22][CH2:21][CH2:20][CH2:19][CH2:18]1)[CH3:16])C.[CH2:25](Br)[CH:26]=[CH2:27].[Mg].[CH2:30]([CH:33]=CCC(O)CC(O)CCCCCCCCCCC)[CH:31]=C>>[CH2:25]([C:4]([OH:24])([CH2:5][CH:6]([OH:23])[CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH:15]([CH:17]1[CH2:18][CH2:19][CH2:20][CH2:21][CH2:22]1)[CH3:16])[CH2:33][CH:30]=[CH2:31])[CH:26]=[CH2:27]

Participants

5

Reactant 4

HCID 7841Allyl bromideHCID 5462224MagnesiumHCID 14834717HCID 14834717, compoundHCID 53973114HCID 53973114, compound

Product 1

HCID 14834718HCID 14834718, compoundYield 80%

Procedure

(4, ##STR16## R'=H, m=8) When 16.5 g (0.049 mole) of 3-hydroxy-12-cyclohexyltridecanoic acid ethylester, 20.6 g (0.17 mole) of allyl bromide and 24.3 g (0.20 mole) of magnesium was reacted as described for the preparation of -allyl-4,6-dihydroxyheptadec-1-ene, 14.9 g of a yellow oil was isolated in 80% yield which was used without purification; δ (CDCl3) 1.28(m,CH2) and 4.90-6.2(m,CH=CH2)

Sources & evidence

ORD record
ord-54d1aa5099cc446cb851c9b7c9a3b160
Source dataset
uspto-grants-1990_10
Patent number
US04965373

Reaction notes

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