Diethyl Ether → HCID 54317965, compound

HRID 1606588Notes

Reaction equation

HRID 1606588 reaction equation
[OH:1][C:2]1[C:3]2[C:8]([C:9]3[CH:10]=[CH:11][C:12]([C:16]([O:18][CH2:19][CH2:20][CH2:21][N:22]([CH2:27][CH2:28][CH2:29][CH3:30])[CH2:23][CH2:24][CH2:25][CH3:26])=[O:17])=[CH:13][C:14]=3[CH:15]=1)=[CH:7][CH:6]=[C:5]([C:31]([O:33][CH2:34][CH2:35][CH2:36][N:37]([CH2:42][CH2:43][CH2:44][CH3:45])[CH2:38][CH2:39][CH2:40][CH3:41])=[O:32])[CH:4]=2.[N+](=[CH:48][CH3:49])=[N-].CCOCC>CO>[CH2:23]([N:22]([CH2:27][CH2:28][CH2:29][CH3:30])[CH2:21][CH2:20][CH2:19][O:18][C:16]([C:12]1[CH:11]=[CH:10][C:9]2[C:8]3[C:3](=[CH:4][C:5]([C:31]([O:33][CH2:34][CH2:35][CH2:36][N:37]([CH2:42][CH2:43][CH2:44][CH3:45])[CH2:38][CH2:39][CH2:40][CH3:41])=[O:32])=[CH:6][CH:7]=3)[C:2]([O:1][CH2:48][CH3:49])=[CH:15][C:14]=2[CH:13]=1)=[O:17])[CH2:24][CH2:25][CH3:26]

Participants

5

Reactant 3

HCID 3283Diethyl EtherHCID 70695DiazoethaneHCID 21543605HCID 21543605, compound

Product 1

HCID 54317965HCID 54317965, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

The corresponding 9-ethoxy derivative is prepared by reacting a solution of bis[3-(dibutylamino)propyl] 9-hydroxyphenanthrene-2,7-dicarboxylate in methanol with diazoethane by co-distillation with ether into the reaction mixture at -10° to 30° C. After standing overnight, the crude bis[3-(dibutylamino)propyl]9-ethoxyphenanthrene-2,7-dicarboxylate so obtained is converted to its dihydrochloride salt by the addition of ethereal hydrogen chloride.

Workup

  1. customat -10° to 30° C

Sources & evidence

ORD record
ord-8d439cc31d4e4be5853494d7aa0a8b13
Source dataset
uspto-grants-1976_04
Patent number
US03953455

Reaction notes

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