Diethyl Ether → HCID 86757541, compound

HRID 382802Notes

Reaction equation

HRID 382802 reaction equation
[C:1]([OH:8])(=[O:7])/[CH:2]=[CH:3]/[C:4]([OH:6])=[O:5].CCCCCC.C(OCC)C.[CH2:20]([C:22]1[C:36]([O:37][CH3:38])=[CH:35][C:25]2[C@@H:26]3[C@H:30]([CH2:31][C:32](=[O:33])[C:24]=2[C:23]=1[O:39][CH3:40])[CH2:29][N:28]([CH3:34])[CH2:27]3)[CH3:21]>C(O)C>[C:1]([OH:8])(=[O:7])/[CH:2]=[CH:3]/[C:4]([OH:6])=[O:5].[CH2:20]([C:22]1[C:36]([O:37][CH3:38])=[CH:35][C:25]2[C@@H:26]3[C@H:30]([CH2:31][C:32](=[O:33])[C:24]=2[C:23]=1[O:39][CH3:40])[CH2:29][N:28]([CH3:34])[CH2:27]3)[CH3:21]

Participants

6

Reactant 4

HCID 3283Diethyl EtherHCID 8058HexaneHCID 444972Fumaric AcidHCID 59012634HCID 59012634, compound

Product 1

HCID 86757541HCID 86757541, compoundYield 75%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

6 mg (0.05 mmol) of fumaric acid 10 ml of hexane and 10 ml of diethyl ether were added while stirring to a solution of 15 mg (0.05 mmol) of cis-7-ethyl-6,8-dimethoxy-2-methyl-1,2,3,3a,4,9b-hexahydro-benzo[e]isoindol-5-one in 0.1 ml of ethanol. The mixture was stirred at room temperature for a further 2 hours and the solid was subsequently filtered off. 15 mg (75%) of cis-7-ethyl-6,8-dimethoxy-2-methyl-1,2,3,3a, 4,9b-hexahydro-benzo[e]isoindol-5-one fumarate (1:1) were obtained as a beige solid with m.p. 148°.

Workup

  1. filtrationthe solid was subsequently filtered off

Sources & evidence

ORD record
ord-28c7a06e6ea249f281838c64a5037b13
Source dataset
uspto-grants-2001_10
Patent number
US06310208B1

Reaction notes

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