Ethanol → HCID 21430420, compound

HRID 437189Notes

Reaction equation

HRID 437189 reaction equation
C([N:8]1[CH2:13][CH2:12][O:11][CH:10]([CH2:14][O:15][S:16]([C:19]2[CH:24]=[CH:23][C:22]([CH3:25])=[CH:21][CH:20]=2)(=[O:18])=[O:17])[CH2:9]1)C1C=CC=CC=1.[H][H].C([OH:30])C>C(O)(=O)C.[Pd]>[C:14]([OH:15])(=[O:30])[CH3:10].[C:22]1([CH3:25])[CH:21]=[CH:20][C:19]([S:16]([O:15][CH2:14][CH:10]2[O:11][CH2:12][CH2:13][NH:8][CH2:9]2)(=[O:17])=[O:18])=[CH:24][CH:23]=1

Participants

6

Reactant 3

HCID 702EthanolHCID 122977674-Benzyl-2-toluene-p-sulphonyloxymethylmorpholineHCID 178418361HCID 178418361, compound2×

Product 1

HCID 21430420HCID 21430420, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 176Acetic AcidSolvent

Procedure

A solution of 4-benzyl-2-toluene-p-sulphonyloxymethylmorpholine (18.75 g.) in glacial acetic acid (50 ml.) is shaken in an atmosphere of hydrogen with palladium on carbon catalyst (0.5 g.; 5%) until no more hydrogen is absorbed (ca. 1.1 1.). The catalyst is then removed by filtration and the filtrate is evaporated under reduced pressure to give a colourless syrup which, on addition of ethanol, solidifies. Crystallisation from ethanol gives 2-toluene-p-sulphonyloxymethylmorpholine acetate, m.p. 140°-142° C.

Workup

  1. customis absorbed (ca. 1.1 1.)
  2. customThe catalyst is then removed by filtration
  3. customthe filtrate is evaporated under reduced pressure
  4. customto give a colourless syrup which
  5. customCrystallisation from ethanol

Sources & evidence

ORD record
ord-a4711cc22d8a46bcb8130ea6f0604b65
Source dataset
uspto-grants-1977_06
Patent number
US04029786

Reaction notes

Loading…