Diethyl Ether → HCID 22676855, compound

HRID 1006239Notes

Reaction equation

HRID 1006239 reaction equation
[CH2:1]([O:3][C:4]1[C:9]([O:10][CH3:11])=[CH:8][C:7]([C:12]2[CH:55]=[CH:54][C:15]([C:16]([N:18]3[CH2:23][CH2:22][N:21]([CH2:24][CH2:25][CH2:26][N:27]4[CH2:32][CH2:31][N:30]([C:33](=[O:53])[C:34]5[CH:39]=[CH:38][C:37]([C:40]6[CH:45]=[C:44]([O:46][CH3:47])[C:43]([O:48][CH2:49][CH3:50])=[C:42]([O:51][CH3:52])[CH:41]=6)=[CH:36][CH:35]=5)[CH2:29][CH2:28]4)[CH2:20][CH2:19]3)=[O:17])=[CH:14][CH:13]=2)=[CH:6][C:5]=1[O:56][CH3:57])[CH3:2].[CH3:58][S:59]([OH:62])(=[O:61])=[O:60].C(OCC)C>CO>[CH3:58][S:59]([OH:62])(=[O:61])=[O:60].[CH3:58][S:59]([OH:62])(=[O:61])=[O:60].[CH2:1]([O:3][C:4]1[C:5]([O:56][CH3:57])=[CH:6][C:7]([C:12]2[CH:55]=[CH:54][C:15]([C:16]([N:18]3[CH2:23][CH2:22][N:21]([CH2:24][CH2:25][CH2:26][N:27]4[CH2:32][CH2:31][N:30]([C:33](=[O:53])[C:34]5[CH:35]=[CH:36][C:37]([C:40]6[CH:41]=[C:42]([O:51][CH3:52])[C:43]([O:48][CH2:49][CH3:50])=[C:44]([O:46][CH3:47])[CH:45]=6)=[CH:38][CH:39]=5)[CH2:29][CH2:28]4)[CH2:20][CH2:19]3)=[O:17])=[CH:14][CH:13]=2)=[CH:8][C:9]=1[O:10][CH3:11])[CH3:2]

Participants

5

Reactant 3

HCID 3283Diethyl EtherHCID 6395Methanesulfonic AcidHCID 10373457HCID 10373457, compound

Product 1

HCID 22676855HCID 22676855, compoundYield 80.5%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent2×

Procedure

To a solution of 3.28 g (4.20 mmol) of 1,3-bis[4-[4-(4-ethoxy-3,5-dimethoxyphenyl) benzoyl]-1-piperazinyl]propane in methanol (10 mL) was added a solution of 808.2 mg (8.41 mmol) of methanesulfonic acid in methanol (5 mL). After addition of diethyl ether (15 mL), the mixture was stirred for 30 minutes at room temperature and for 30 minutes in an ice bath. Precipitates were collected by filtration and washed with methanol-diethyl ether (2:3) and diethyl ether to afford 3.29 g of 1,3-bis[4-[4-(4-ethoxy-3,5-dimethoxyphenyl)benzoyl]-1-piperazinyl]propane dimethanesulfonate as a colorless crystalline powder (yield: 80%). mp: 245.0° C. (decomposed)

Workup

  1. customPrecipitates
  2. filtrationwere collected by filtration
  3. washwashed with methanol-diethyl ether (2:3) and diethyl ether

Sources & evidence

ORD record
ord-7d59ad2e5f91425d854fec97a4c960d1
Source dataset
uspto-grants-2004_09
Patent number
US06787653B2

Reaction notes

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