HCID 13424870, compound → HCID 3029409, compound

HRID 1679997Notes

Reaction equation

HRID 1679997 reaction equation
C([N:8]1[CH2:13][CH2:12][O:11][CH:10]([CH:14]([O:21][C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][C:23]=2[O:28][CH3:29])[C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)[CH2:9]1)C1C=CC=CC=1>CCO.Cl.[Pd]>[CH3:29][O:28][C:23]1[CH:24]=[CH:25][CH:26]=[CH:27][C:22]=1[O:21][CH:14]([CH:10]1[O:11][CH2:12][CH2:13][NH:8][CH2:9]1)[C:15]1[CH:16]=[CH:17][CH:18]=[CH:19][CH:20]=1

Participants

5

Reactant 1

HCID 13424870HCID 13424870, compound

Product 1

HCID 3029409HCID 3029409, compoundYield 54.7%

Reagents, catalysts & solvents 3

HCID 23938PalladiumCatalystHCID 313Hydrochloric AcidSolventHCID 702EthanolSolvent

Procedure

A solution of 4-benzyl-2-[α-(2-methoxy-phenoxy)-benzyl]-morpholine (5 g) in 99% EtOH (150 ml) and HCl (6 ml) was reduced (palladium-charcoal catalyst) for 4 hours at room temperature. The mixture was then filtered, dried under vacuum and separated on a silica gel column (mobile phase: CHCl3 :MeOH:NH4OH=170:30:2) to obtain 2-[α-(2-methoxy-phenoxy)-benzyl]-morpholine (2.1 g; yield 54.7%) as a transparent oil. HCl m.p. 140°-170° C.

Workup

  1. customfor 4 hours
  2. customat room temperature
  3. filtrationThe mixture was then filtered
  4. customdried under vacuum
  5. customseparated on a silica gel column (mobile phase: CHCl3 :MeOH:NH4OH=170:30:2)

Sources & evidence

ORD record
ord-fb38c8f6d08847cc82984cb8429fd6b0
Source dataset
uspto-grants-1981_06
Patent number
US04271160

Reaction notes

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