3,4,5,6-Tetrahydrophthalic anhydride → HCID 20541555, compound

HRID 1415168Notes

Reaction equation

HRID 1415168 reaction equation
[Cl:1][C:2]1[CH:8]=[CH:7][C:5]([NH2:6])=[C:4]([F:9])[CH:3]=1.[C:10]1(=[O:20])[O:15][C:13](=[O:14])[C:12]2[CH2:16][CH2:17][CH2:18][CH2:19][C:11]1=2>C(OCC)C>[Cl:1][C:2]1[CH:8]=[CH:7][C:5]([NH:6][C:10]([C:11]2[CH2:19][CH2:18][CH2:17][CH2:16][C:12]=2[C:13]([OH:15])=[O:14])=[O:20])=[C:4]([F:9])[CH:3]=1

Participants

4

Reactant 2

HCID 124753,4,5,6-Tetrahydrophthalic anhydrideHCID 938984-Chloro-2-fluoroaniline

Product 1

HCID 20541555HCID 20541555, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

4.8 Parts of 4-chloro-2-fluoroaniline were added to a solution of 5 parts of 3,4,5,6-tetrahydrophthalic anhydride in 150 parts of diethyl ether and stirred for 1.5 hours. The solution was divided into two equal portions. One portion was evaporated under reduced pressure of 300 mm Hg. at 25° C to isolate 5.4 parts of 2-(4-chloro-2-fluorophenylaminocarbonyl)-1-cyclohexene-1-carboxylic acid as white crystals melting at 91°-93° C. The other portion was used in Example 3.

Workup

  1. customOne portion was evaporated under reduced pressure of 300 mm Hg

Sources & evidence

ORD record
ord-717f1f7ef9d648bbb97ce3980b91a006
Source dataset
uspto-grants-1977_01
Patent number
US04003926

Reaction notes

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