Water → HCID 86747158, compound

HRID 275392Notes

Reaction equation

[CH3:1][O:2][C:3]1[C:4]([O:27][CH3:28])=[CH:5][C:6]2[CH:11]([CH2:12][N:13]3[CH2:18][CH2:17][N:16](CC4C=CC=CC=4)[CH2:15][CH2:14]3)[O:10][CH2:9][CH2:8][C:7]=2[CH:26]=1.[F:29][C:30]1[CH:35]=[CH:34][C:33]([CH:36]([C:41]2[CH:46]=[CH:45][C:44]([F:47])=[CH:43][CH:42]=2)[CH2:37][CH2:38][CH2:39]Cl)=[CH:32][CH:31]=1.[C:48](=[O:51])([O-:50])[O-].[K+].[K+].[OH2:54]>CN(C)C=O>[C:9]([OH:10])(=[O:54])/[CH:8]=[CH:7]\[C:48]([OH:50])=[O:51].[F:29][C:30]1[CH:35]=[CH:34][C:33]([CH:36]([C:41]2[CH:46]=[CH:45][C:44]([F:47])=[CH:43][CH:42]=2)[CH2:37][CH2:38][CH2:39][N:16]2[CH2:17][CH2:18][N:13]([CH2:12][CH:11]3[C:6]4[CH:5]=[C:4]([O:27][CH3:28])[C:3]([O:2][CH3:1])=[CH:26][C:7]=4[CH2:8][CH2:9][O:10]3)[CH2:14][CH2:15]2)=[CH:32][CH:31]=1

Participants

Conditions

Temperature: 90 °C

Procedure

A mixture of 8 g of 1-[(3,4-dihydro-6,7-dimethoxy-1H-2-benzopyran-1-yl)methyl]-4-(phenylmethyl)piperazine, 9.1 g of 1,1-bis(4-fluorophenyl)-4-chlorobutane and 5.6 g of potassium carbonate in 75 ml of dimethylformamide was heated at 90° C. for 2 h. After addition of water the mixture was extracted with diethyl ether, the ether phase was washed, dried and evaporated and the dimaleate prepared as previously described to obtain 5.3 g (36.5%) of 1-[4,4-bis(-4-fluorophenyl)butyl]-4-[(3,4-dihydro-6,7-dimethoxy-1H-2-benzopyran-1-yl)methyl]piperazine (Z)-2-butenedioate (1:2) salt. mp 205° C.

Workup

extractionwas extracted with diethyl ether
washthe ether phase was washed
customdried
customevaporated
customthe dimaleate prepared

Sources & evidence

ORD record: ord-00d0efda3926465f8ef73df1d30cd5d0
Source dataset: uspto-grants-1995_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05393759

Reaction notes

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