4-Nitrophenol → HCID 86739207, compound

HRID 1388109Notes

Reaction equation

[CH2:1]([CH:11]([CH2:15]/[CH:16]=[C:17](/[CH2:19][CH2:20][CH:21]=[C:22]([CH3:24])[CH3:23])\[CH3:18])[C:12]([OH:14])=[O:13])/[CH:2]=[C:3](/[CH2:5][CH2:6][CH:7]=[C:8]([CH3:10])[CH3:9])\[CH3:4].[CH:25]1[C:30]([N+:31]([O-:33])=[O:32])=[CH:29][CH:28]=[C:27](O)[CH:26]=1.C1(N=C=NC2CCCCC2)CCCCC1>C(#N)C.C(OCC)(=O)C>[N+:31]([C:30]1[CH:25]=[CH:26][C:27]([O:13][C:12](=[O:14])[CH:11]([CH2:15]/[CH:16]=[C:17](/[CH2:19][CH2:20][CH:21]=[C:22]([CH3:24])[CH3:23])\[CH3:18])[CH2:1]/[CH:2]=[C:3](/[CH2:5][CH2:6][CH:7]=[C:8]([CH3:10])[CH3:9])\[CH3:4])=[CH:28][CH:29]=1)([O-:33])=[O:32]

Participants

Conditions

Temperature: 0 °C

Procedure

Digeranylacetic acid (300 mg, 0.9 m mol) and p-nitrophenol (139 mg, 1 m mol) were dissolved in acetonitrile-ethyl acetate (1:1) (10 ml), and under ice-cooling, N,N'-dicyclohexylcarbodiimide (227 mg, 1.1 m mols) was added. The mixture was stirred at 0° C. for 3 hours and at room temperature for 15 hours. The crystalline precipitate was removed and the solvent was distilled off under reduced pressure, whereby digeranyl acetic acid p-nitrophenyl ester was obtained.

Workup

temperatureunder ice-cooling
customThe crystalline precipitate was removed
distillationthe solvent was distilled off under reduced pressure

Sources & evidence

ORD record: ord-15793c6952744dc0a3d21b7ae295d17a
Source dataset: uspto-grants-1984_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04430265

Reaction notes

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