Diethyl Ether → HCID 70451854, compound

HRID 1381275Notes

Reaction equation

HRID 1381275 reaction equation
[OH:1][C@H:2]([C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1)[CH2:3][N:4]([CH2:18][C@H:19]([OH:26])[C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1)[C@H:5]([CH3:17])[CH2:6][CH2:7][C:8]1[CH:16]=[CH:15][C:11]([C:12]([NH2:14])=[O:13])=[CH:10][CH:9]=1.[C:33]([OH:40])(=[O:39])/[CH:34]=[CH:35]/[C:36]([OH:38])=[O:37].CCOCC>CO>[C:33]([OH:40])(=[O:39])/[CH:34]=[CH:35]/[C:36]([OH:38])=[O:37].[OH:26][C@H:19]([C:20]1[CH:21]=[CH:22][CH:23]=[CH:24][CH:25]=1)[CH2:18][N:4]([CH2:3][C@H:2]([OH:1])[C:27]1[CH:28]=[CH:29][CH:30]=[CH:31][CH:32]=1)[C@H:5]([CH3:17])[CH2:6][CH2:7][C:8]1[CH:16]=[CH:15][C:11]([C:12]([NH2:14])=[O:13])=[CH:10][CH:9]=1

Participants

5

Reactant 3

HCID 3283Diethyl EtherHCID 444972Fumaric AcidHCID 14823028HCID 14823028, compound

Product 1

HCID 70451854HCID 70451854, compoundYield 76.7%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of 216 mg of p-[(R)-3-[bis-[(R)-β-hydroxyphenethyl]amino]butyl]benzamide in 2 ml of methanol was reacted with 58 mg of fumaric acid. After addition of 10 ml of ether to the solution, there were obtained 210 mg of p-[(R)-3-[bis[(R)-β-hydroxyphenethyl]amino]butyl]benzamide fumarate, which after crystallization from acetonitril, has a melting point of 92°-94°; [α]D20 =-81° (c=1,0 in methanol); ε234 =17400.

Sources & evidence

ORD record
ord-a3ead1272cf14147ab17f63b18d51d9f
Source dataset
uspto-grants-1986_04
Patent number
US04585796

Reaction notes

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