Heptyltriphenylphosphonium bromide → (Z)-2-Methyl-2-[1-(1-octenyl)cyclopropyl]-1,3-dioxolan

HRID 1790892Notes

Reaction equation

HRID 1790892 reaction equation
[Br-].[CH2:2]([P+](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1)[CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH3:8].[CH3:28][C:29]1([C:34]2([CH:37]=O)[CH2:36][CH2:35]2)[O:33][CH2:32][CH2:31][O:30]1>>[CH3:28][C:29]1([C:34]2(/[CH:37]=[CH:2]\[CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH3:8])[CH2:36][CH2:35]2)[O:33][CH2:32][CH2:31][O:30]1

Participants

3

Reactant 2

HCID 2724567Heptyltriphenylphosphonium bromideHCID 143755571-(2-Methyl-1,3-dioxolan-2-YL)cyclopropane-1-carbaldehyde

Product 1

HCID 69650424(Z)-2-Methyl-2-[1-(1-octenyl)cyclopropyl]-1,3-dioxolan

Procedure

4.87 g of heptyltriphenylphosphonium bromide and 1.25 g of aldehyde 7 are reacted analogously to 193., and 978 mg of title substance 206 is obtained as a colorless oil (only Z-isomer).

Workup

  1. custom, and 978 mg of title substance 206 is obtained as a colorless oil (only Z-isomer)

Sources & evidence

ORD record
ord-72ef0d959b81425ab540df2aa60f8e0a
Source dataset
uspto-grants-2006_07
Patent number
US07071344B1

Reaction notes

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