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

HRID 2371623Notes

Reaction equation

HRID 2371623 reaction equation
[N+:1]([C:4]1[CH:42]=[CH:41][C:7]([O:8][CH2:9][CH2:10][CH2:11][O:12][C:13]2[CH:37]=[CH:36][C:16]3[C:17](=[O:35])[CH2:18][C:19]([CH2:28][CH2:29][C:30]([O:32]CC)=[O:31])([CH2:21][CH2:22][C:23]([O:25]CC)=[O:24])[O:20][C:15]=3[C:14]=2[CH2:38][CH2:39][CH3:40])=[CH:6][CH:5]=1)([O-:3])=[O:2].ClC1C=CC(OCCCOC2C=CC3C(=O)CC(CCC(OCC)=O)(CCC(OCC)=O)OC=3C=2CCC)=CC=1>C(OCC)(=O)C.CCCCCC>[N+:1]([C:4]1[CH:5]=[CH:6][C:7]([O:8][CH2:9][CH2:10][CH2:11][O:12][C:13]2[CH:37]=[CH:36][C:16]3[C:17](=[O:35])[CH2:18][C:19]([CH2:28][CH2:29][C:30]([OH:32])=[O:31])([CH2:21][CH2:22][C:23]([OH:25])=[O:24])[O:20][C:15]=3[C:14]=2[CH2:38][CH2:39][CH3:40])=[CH:41][CH:42]=1)([O-:3])=[O:2]

Participants

4

Reactant 2

HCID 15157438diethyl 3,4-dihydro-7-[3-(4-chlorophenoxy)propoxy]-4-oxo-8-propyl-2H-1-benzopyran-2,2-dipropanoateHCID 15157455diethyl 3,4-dihydro-7-[3-(4-nitrophenoxy)propoxy]-4-oxo-8-propyl-2H-1-benzopyran-2,2-dipropanoate

Product 1

HCID 151574563,4-dihydro-7-[3-(4-nitrophenoxy)propoxy]-4-oxo-8-propyl-2H-1-benzopyran-2,2-dipropanoic acidYield 46.2%

Reagents, catalysts & solvents 1

HCID 21226206Ethyl acetate hexaneSolvent

Procedure

The title compound was prepared by the method of Example 22 substituting the title product of Example 38 (110 mg) for the title product of Example 21. Trituration with ethyl acetate/hexane produced 46 mg of the titled compound as a solid, m.p. 171°-172° C.

Sources & evidence

ORD record
ord-d31cedbdcf004e7abdc19b5de5fc72c5
Source dataset
uspto-grants-1992_03
Patent number
US05093353

Reaction notes

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