4-Nitrophenol → HCID 86738354, compound

HRID 2286248Notes

Reaction equation

[C:1]([S:4][CH2:5][CH:6]([CH2:10][CH:11]([CH3:13])[CH3:12])[C:7]([OH:9])=[O:8])(=[O:3])[CH3:2].[CH:14]1[C:19]([N+:20]([O-:22])=[O:21])=[CH:18][CH:17]=[C:16](O)[CH:15]=1.C1(N=C=NC2CCCCC2)CCCCC1>C(OCC)(=O)C>[C:1]([S:4][CH2:5][CH:6]([CH2:10][CH:11]([CH3:13])[CH3:12])[C:7]([O:9][C:16]1[CH:15]=[CH:14][C:19]([N+:20]([O-:22])=[O:21])=[CH:18][CH:17]=1)=[O:8])(=[O:3])[CH3:2]

Participants

Conditions

Temperature: 5 °C

Procedure

2-[(Acetylthio)methyl]-4-methylpentanoic acid (5.1 g, see Example 1D) in 100 ml of ethyl acetate is cooled to 5° C. and treated with p-nitrophenol (3.5 g) followed by 5.1 g of dicyclohexylcarbodiimide, in portions. After stirring for four hours at 5° C., the dicyclohexylurea is filtered and the ethyl acetate is removed in vacuo. The resulting solid is washed with hexane to give the title compound, 8.0 g, as an oil.

Workup

filtrationthe dicyclohexylurea is filtered
customthe ethyl acetate is removed in vacuo
washThe resulting solid is washed with hexane

Sources & evidence

ORD record: ord-1fa29bc4c20340c4987a18462a215bc8
Source dataset: uspto-grants-1982_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04327111

Reaction notes

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