Phosphonium → Phytofluene

HRID 916905Notes

Reaction equation

[PH4+].[CH2:2]([CH:12]=[CH:13][C:14]([CH2:17][CH2:18][CH:19]=[C:20]([CH3:22])[CH3:21])([CH3:16])O)/[CH:3]=[C:4](/[CH2:6][CH2:7][CH:8]=[C:9]([CH3:11])[CH3:10])\[CH3:5]>>[CH3:22][C:20]([CH3:21])=[CH:19][CH2:18][CH2:17]/[C:14](/[CH3:16])=[CH:13]/[CH2:12][CH2:10]/[C:9](/[CH3:11])=[CH:8]/[CH2:7][CH2:6]/[C:4](/[CH3:5])=[CH:3]/[CH:2]=[CH:12]/[CH:13]=[C:14](/[CH:17]=[CH:18]/[CH:19]=[C:20](/[CH2:22][CH2:2]/[CH:3]=[C:4](/[CH2:6][CH2:7][CH:8]=[C:9]([CH3:11])[CH3:10])\[CH3:5])\[CH3:21])\[CH3:16]

Participants

Reactant 2

HCID 5460504Phosphonium

HCID 129661573HCID 129661573, compound

Product 1

HCID 6436722Phytofluene

Procedure

In the last stage, V undergoes Wittig condensation with the phosphonium salt VI, which is obtainable from geranyllinalool, to give phytofluene.

Sources & evidence

ORD record: ord-acebc35eebc94ebd87c3001ad7146dfd
Source dataset: uspto-grants-2007_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07271296B2

Reaction notes

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