2-Methylundecanal → HCID 67985127, compound

HRID 718559Notes

Reaction equation

HRID 718559 reaction equation
[Br-].[CH3:2][O:3][C:4]1[CH:9]=[CH:8][C:7]([CH2:10][P+](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)=[CH:6][CH:5]=1.[CH3:30][CH:31]([CH2:34][CH2:35][CH2:36][CH2:37][CH2:38][CH2:39][CH2:40][CH2:41][CH3:42])[CH:32]=O>C1COCC1>[CH3:2][O:3][C:4]1[CH:5]=[CH:6][C:7]([CH:10]=[CH:30][CH:31]([CH3:32])[CH2:34][CH2:35][CH2:36][CH2:37][CH2:38][CH2:39][CH2:40][CH2:41][CH3:42])=[CH:8][CH:9]=1

Participants

4

Reactant 2

HCID 610312-MethylundecanalHCID 2734885(4-Methoxybenzyl)(triphenyl)phosphonium bromide

Product 1

HCID 67985127HCID 67985127, compoundYield 53%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Starting from (4-methoxyphenyl)methyltriphenylphosphonium bromide (6.00 g, 13.0 mmol, 1.0 equiv.), KtBuO (14 mL, 14.2 mmol, 1.1 equiv., 1M in THF) and 2-methylundecanal (2.86 g, 15.5 mmol, 1.2 equiv.), 1.98 g (53%) of the title compound was obtained after purification by flash chromatography on SiO2 (hexane/EtOAc 99:1) as a colorless oil.

Sources & evidence

ORD record
ord-19f6f74f88e14896bef9725313ec74d1
Source dataset
uspto-grants-2015_11
Patent number
US09193935B2

Reaction notes

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