Benzene → HCID 86736667, compound

HRID 426692Notes

Reaction equation

HRID 426692 reaction equation
[CH3:1]/[C:2](/[CH:7]=[CH:8]/[C:9](/[F:25])=[C:10](\[CH3:24])/[CH:11]=[CH:12]/[C:13]1[C:18]([Cl:19])=[CH:17][C:16]([O:20][CH3:21])=[C:15]([CH3:22])[C:14]=1[Cl:23])=[CH:3]\[C:4]([OH:6])=O.C1C=CC=CC=1.C(Cl)(=O)C(Cl)=O.[CH2:38]([NH2:40])[CH3:39]>CN(C)C=O>[CH2:38]([NH:40][C:4](=[O:6])/[CH:3]=[C:2](\[CH3:1])/[CH:7]=[CH:8]/[C:9](/[F:25])=[C:10](\[CH3:24])/[CH:11]=[CH:12]/[C:13]1[C:18]([Cl:19])=[CH:17][C:16]([O:20][CH3:21])=[C:15]([CH3:22])[C:14]=1[Cl:23])[CH3:39]

Participants

6

Reactant 4

HCID 241BenzeneHCID 6341EthylamineHCID 65578Oxalyl chlorideHCID 12960821HCID 12960821, compound

Product 1

HCID 86736667HCID 86736667, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

In a manner similar to that described in Example 26, 385 mg. (1 mmole) of (2E,4E,6Z,8E)-3,7-dimethyl-6-fluoro-9-(2,6-dichloro-3-methyl-4-methoxyphenyl)-nonatetraenoic acid were suspended in 15 ml. of dry benzene and treated with oxalyl chloride and dimethylformamide, followed by dry ethylamine. Work-up as described in Example 26 afforded N-ethyl (2E,4E,6Z,8E)-3,7-diemthyl-6-fluoro-9-(2,6-dichloro-3-methyl-4-methoxyphenyl)-2,4,6,8-nonatetraenamide.

Sources & evidence

ORD record
ord-77c4d2df2f3745c0b54ae31660eb8ef8
Source dataset
uspto-grants-1979_10
Patent number
US04171318

Reaction notes

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