Phosphoric Acid → 2,4,7-Trimethylocta-2,6-dienal

HRID 2273386Notes

Reaction equation

P(=O)(O)(O)O.N(CCO)(CCO)CCO.CO[CH:18]([O:24]C)[C:19]([CH3:23])=[CH:20][CH2:21][CH3:22].[CH3:26][C:27]([CH3:31])=[CH:28][CH2:29]O>C(O)(=O)C>[CH3:23][C:19](=[CH:20][CH:21]([CH3:22])[CH2:29][CH:28]=[C:27]([CH3:31])[CH3:26])[CH:18]=[O:24]

Participants

Conditions

Temperature: 110 °C

Procedure

The amine-H4PO3 catalyst (2.0 g, 1 w/w %) prepared by mixing orthophosphoric acid (85%) with triethanolamine (in 1:1 equivalent) was dissolved in acetic acid (4 ml, 2 ml/w %) and added to a mixture of 1,1-dimethoxy-2-methylpent-2-ene (200 g, 1.52 mol) and 3-methyl-but-2-en-1-ol (131 g, 1.52 mol). The mixture was heated to 110° C. for 2 h, then at 160° C. for further 4 h. During this period, volatile materials were collected through a 10 cm Vigreux column. The remaining oil was distilled in vacuo to give 2,4,7-trimethylocta-2,6-dienal (66%).

Workup

waitDuring this period
customvolatile materials were collected through a 10 cm Vigreux column
distillationThe remaining oil was distilled in vacuo

Sources & evidence

ORD record: ord-e7af5385b2c34c69aae4064413244480
Source dataset: uspto-grants-2015_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09120994B2

Reaction notes

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