Morpholine → Dibenz[b,f]oxepin-10-yl-morpholin-4-yl-methanone

HRID 1956591Notes

Reaction equation

HRID 1956591 reaction equation
[CH:1]1[C:11]2[CH:10]=[C:9]([C:12]([OH:14])=O)[C:8]3[CH:15]=[CH:16][CH:17]=[CH:18][C:7]=3[O:6][C:5]=2[CH:4]=[CH:3][CH:2]=1.[NH:19]1[CH2:24][CH2:23][O:22][CH2:21][CH2:20]1>C(OCC)(=O)C.CCCCCC>[CH:1]1[C:11]2[CH:10]=[C:9]([C:12]([N:19]3[CH2:24][CH2:23][O:22][CH2:21][CH2:20]3)=[O:14])[C:8]3[CH:15]=[CH:16][CH:17]=[CH:18][C:7]=3[O:6][C:5]=2[CH:4]=[CH:3][CH:2]=1

Participants

4

Reactant 2

HCID 8083MorpholineHCID 859640Dibenzo[b,f]oxepine-10-carboxylic acid

Product 1

HCID 18663618Dibenz[b,f]oxepin-10-yl-morpholin-4-yl-methanoneYield 62%

Reagents, catalysts & solvents 1

HCID 21226206Ethyl acetate hexaneSolvent

Procedure

Preparation analogous to Example 10a from dibenz[b,f]oxepine-10-carboxylic acid and morpholine; yield: 62%; yellow oil; 1H-NMR (CDCl3, 200 MHz): 3.30 (mbr, 4H); 3.62 (mbr, 4H); 6.90-7.28 (m, 9H); MS: 307 (M+), 221, 193, 165; TLC (silica gel; ethyl acetate/hexane=1:1; UV): Rf =0.17.

Sources & evidence

ORD record
ord-6e42b42aa8b94444a9772ce2d6104238
Source dataset
uspto-grants-1998_07
Patent number
US05780501

Reaction notes

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