Potassium Carbonate → HCID 66978124, compound

HRID 2174349Notes

Reaction equation

[CH3:1][O:2][C:3](=[O:20])[CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18]Br.[C:21]([C:23]1[CH:28]=[CH:27][C:26]([C:29]2[CH:34]=[CH:33][C:32]([OH:35])=[CH:31][CH:30]=2)=[CH:25][CH:24]=1)#[N:22].C([O-])([O-])=O.[K+].[K+].C([O-])(O)=O.[Na+]>CC#N>[CH3:1][O:2][C:3](=[O:20])[CH:4]([O:35][C:32]1[CH:31]=[CH:30][C:29]([C:26]2[CH:27]=[CH:28][C:23]([C:21]#[N:22])=[CH:24][CH:25]=2)=[CH:34][CH:33]=1)[CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH3:18]

Participants

Conditions

Temperature: 82 °C

Procedure

A mixture of 16-bromohexadecanoic acid methyl ester (4.86 g, 13.9 mmol), MeCN (20 ml), 4-cyano-4′-hydroxybiphenyl (3.16 g, 16.2 mmol), and K2CO3 (2.45 g, 17.7 mmol) was stirred at 82° C. After 17 h satd aqueous NaHCO3 (150 ml) was added, and the product was filtered, washed with water, and recrystallized from boiling MeCN (approx 80 ml). Filtration and drying under reduced pressure yielded 5.40 g (84%) of (4′-cyanobiphenyl-4-yloxy)hexadecanoic acid methyl ester colorless needles.

Workup

filtrationthe product was filtered
washwashed with water
customrecrystallized
filtrationFiltration
customdrying under reduced pressure

Sources & evidence

ORD record: ord-f44176aced974a558870ddd2b7725ffc
Source dataset: uspto-grants-2015_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09061067B2

Reaction notes

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