diethyl 3,4-dihydro-7-[3-(4-chlorophenoxy)propoxy]-4-oxo-8-propyl-2H-1-benzopyran-2,2-dipropanoate → 3,4-dihydro-4-oxo-8-propyl-7-[3-[3-(trifluoromethyl)phenoxy]propoxy]-2H-1-benzopyran-2,2-dipropanoic acid

HRID 2371622Notes

Reaction equation

HRID 2371622 reaction equation
[O:1]=[C:2]1[C:7]2[CH:8]=[CH:9][C:10]([O:15][CH2:16][CH2:17][CH2:18][O:19][C:20]3[CH:25]=[CH:24][CH:23]=[C:22]([C:26]([F:29])([F:28])[F:27])[CH:21]=3)=[C:11]([CH2:12][CH2:13][CH3:14])[C:6]=2[O:5][C:4]([CH2:37][CH2:38][C:39]([O:41]CC)=[O:40])([CH2:30][CH2:31][C:32]([O:34]CC)=[O:33])[CH2:3]1.ClC1C=CC(OCCCOC2C=CC3C(=O)CC(CCC(OCC)=O)(CCC(OCC)=O)OC=3C=2CCC)=CC=1>C(OCC)C>[O:1]=[C:2]1[C:7]2[CH:8]=[CH:9][C:10]([O:15][CH2:16][CH2:17][CH2:18][O:19][C:20]3[CH:25]=[CH:24][CH:23]=[C:22]([C:26]([F:29])([F:27])[F:28])[CH:21]=3)=[C:11]([CH2:12][CH2:13][CH3:14])[C:6]=2[O:5][C:4]([CH2:37][CH2:38][C:39]([OH:41])=[O:40])([CH2:30][CH2:31][C:32]([OH:34])=[O:33])[CH2:3]1

Participants

4

Reactant 2

HCID 15157438diethyl 3,4-dihydro-7-[3-(4-chlorophenoxy)propoxy]-4-oxo-8-propyl-2H-1-benzopyran-2,2-dipropanoateHCID 15157453diethyl 3,4-dihydro-4-oxo-8-propyl-7-[3-[3-(trifluoromethyl)phenoxy]propoxy]-2H-1-benzopyran-2,2-dipropanoate

Product 1

HCID 151574543,4-dihydro-4-oxo-8-propyl-7-[3-[3-(trifluoromethyl)phenoxy]propoxy]-2H-1-benzopyran-2,2-dipropanoic acidYield 60.4%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

The title compound was prepared by the method of Example 22 except that the title product of Example 36 (487 mg) was substituted for the title product of Example 21. Trituration with diethyl ether produced 267 mg of the titled compound as a solid, m.p. 129°-129.5° C.

Sources & evidence

ORD record
ord-165111bd7b0b42c9bb139f9242392640
Source dataset
uspto-grants-1992_03
Patent number
US05093353

Reaction notes

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