HCID 131711347, compound → HCID 22758976, compound

HRID 1704185Notes

Reaction equation

HRID 1704185 reaction equation
C([O:8][P:9]([NH:19][C:20]1[CH:25]=[C:24]([C:26]([CH3:29])([CH3:28])[CH3:27])[CH:23]=[CH:22][C:21]=1[N:30]1[CH2:35][CH2:34][O:33][CH2:32][CH2:31]1)(=[O:18])[O:10]CC1C=CC=CC=1)C1C=CC=CC=1>[Pd].CO>[C:26]([C:24]1[CH:23]=[CH:22][C:21]([N:30]2[CH2:35][CH2:34][O:33][CH2:32][CH2:31]2)=[C:20]([NH:19][P:9](=[O:8])([OH:10])[OH:18])[CH:25]=1)([CH3:29])([CH3:27])[CH3:28]

Participants

4

Reactant 1

HCID 131711347HCID 131711347, compound

Product 1

HCID 22758976HCID 22758976, compoundYield 70%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A solution of 1 g. of dibenzyl N-(5-tert.-butyl-2-morpholinophenyl) phosphoramidic acid dissolved in 100 ml. of dry methanol and 0.4 g. of palladium on carbon catalyst (wetted in monoglyme) was hydrogenated for 1/2 hour in a hydrogenation bottle. The resultant reaction mixture was filtered through Celite and the filtrate evaporated to dryness under reduced pressure. The product was obtained as a gray, crystalline solid residue (0.7 g.; 70% yield) melting at 79°-83° C.

Workup

  1. customThe resultant reaction mixture
  2. filtrationwas filtered through Celite
  3. customthe filtrate evaporated to dryness under reduced pressure
  4. customThe product was obtained as a gray, crystalline solid residue (0.7 g.; 70% yield) melting at 79°-83° C.

Sources & evidence

ORD record
ord-e6aca73093b04a4ab6d94d0c9231e4d4
Source dataset
uspto-grants-1978_11
Patent number
US04126442

Reaction notes

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