3-Chlorophenol → HCID 13041344, compound

HRID 435500Notes

Reaction equation

HRID 435500 reaction equation
[CH3:1][CH:2]([NH:4][C:5]([CH:7]1[CH:9]([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)[O:8]1)=[O:6])[CH3:3].[Cl:16][C:17]1[CH:18]=[C:19]([OH:23])[CH:20]=[CH:21][CH:22]=1.[H-].[Na+].C1OCCOCCOCCOCCOCCOC1>C(#N)C>[OH:8][CH:7]([CH:9]([O:23][C:19]1[CH:20]=[CH:21][CH:22]=[C:17]([Cl:16])[CH:18]=1)[C:10]1[CH:11]=[CH:12][CH:13]=[CH:14][CH:15]=1)[C:5]([NH:4][CH:2]([CH3:1])[CH3:3])=[O:6]

Participants

6

Reactant 4

HCID 79333-ChlorophenolHCID 24758Sodium hydrideHCID 2855718-Crown-6HCID 13041334N-(1-methylethyl)-3-phenyl-2-oxiranecarboxamide

Product 1

HCID 13041344HCID 13041344, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

This compound was prepared from N-(1-methylethyl)-3-phenyl-2-oxiranecarboxamide (6.16 g.) m-chlorophenol (3.9 g.), sodium hydride (50% oil dispersion, 1.5 g.), 18-crown-6 (0.9 g.), and acetonitrile (250 ml.) as described in Example 12. The product which was purified by recrystallization from ether melted at 151°-153°, and weighed 1.4 g.

Workup

  1. customThe product which was purified by recrystallization from ether melted at 151°-153°

Sources & evidence

ORD record
ord-05e81c9f9fb84dc493342cb13729695a
Source dataset
uspto-grants-1983_08
Patent number
US04401832

Reaction notes

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