Allyl bromide → 5-Allyloxy-4-methyl-3-decene

Reaction equation

[CH3:1][C:2]([CH:6]([OH:12])[CH2:7][CH2:8][CH2:9][CH2:10][CH3:11])=[CH:3][CH2:4][CH3:5].[CH2:13](Br)[CH:14]=[CH2:15]>>[CH2:15]([O:12][CH:6]([CH2:7][CH2:8][CH2:9][CH2:10][CH3:11])[C:2]([CH3:1])=[CH:3][CH2:4][CH3:5])[CH:14]=[CH2:13]

Participants

Reactant 2

HCID 7841Allyl bromide

HCID 1633364-Methyl-3-decen-5-ol

Product 1

HCID 540357855-Allyloxy-4-methyl-3-deceneYield 55.9%

Procedure

10 g of 4-methyl-3-decen-5-ol are reacted with 12.1 g of allyl bromide analogously to Example 7. After the usual working-up, there are obtained 6.9 g of 5-allyloxy-4-methyl-3-decene, boiling point 51° C./0.03 Torr, nD20 =1.4447, odour: fatty, fruity, green, quince.

Sources & evidence

ORD record: ord-669f53086957419889959ea63ca19b9a
Source dataset: uspto-grants-1990_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04948781

Reaction notes

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