HCID 13308995, compound → HCID 13308996, compound

HRID 1863482Notes

Reaction equation

HRID 1863482 reaction equation
C([N:8]1[CH2:13][CH2:12][O:11][CH:10]([CH:14]=[C:15]2[C:21]3[CH:22]=[CH:23][CH:24]=[CH:25][C:20]=3[CH2:19][CH2:18][C:17]3[CH:26]=[CH:27][CH:28]=[CH:29][C:16]2=3)[CH2:9]1)C1C=CC=CC=1>C(O)(C)C.[Pd].Cl>[NH:8]1[CH2:13][CH2:12][O:11][CH:10]([CH:14]=[C:15]2[C:21]3[CH:22]=[CH:23][CH:24]=[CH:25][C:20]=3[CH2:19][CH2:18][C:17]3[CH:26]=[CH:27][CH:28]=[CH:29][C:16]2=3)[CH2:9]1

Participants

5

Reactant 1

HCID 13308995HCID 13308995, compound

Product 1

HCID 13308996HCID 13308996, compound

Reagents, catalysts & solvents 3

HCID 23938PalladiumCatalystHCID 313Hydrochloric AcidSolventHCID 3776IsopropanolSolvent

Procedure

A solution of 5-(4-benzylmorpholin-2-yl)methylidene-10,11-dihydro-5H-dibenzo[a,d]cycloheptene (1.00 g) in isopropanol was added to 10% palladium on charcoal (265 mg) pretreated under hydrogen in hydrochloric acid, and the resulting mixture was stirred under hydrogen at room temperature for 12 hours. After elimination of the catalyst by filtration, the filtrate was evaporated. The residue was neutralized with 10% aqueous sodium hydroxide solution and extracted with chloroform. The chloroform extract was washed with water, dried and evaporated to afford 5-(morpholin-2-yl)methylidene-10,11-dihydro-5H-dibenzo[a,d]-cycloheptene as oily material. M.P., 221°-224° C. (oxalate).

Workup

  1. filtrationAfter elimination of the catalyst by filtration
  2. customthe filtrate was evaporated
  3. extractionextracted with chloroform
  4. extractionThe chloroform extract
  5. washwas washed with water
  6. customdried
  7. customevaporated

Sources & evidence

ORD record
ord-34e2a02c345549bc845a66dcc7286f37
Source dataset
uspto-grants-1979_09
Patent number
US04169146

Reaction notes

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