1-[4-(Benzyloxy)benzene-1-sulfonyl]-5-ethoxypyrrolidin-2-one → 5-Ethoxy-1-(4-hydroxybenzene-1-sulfonyl)pyrrolidin-2-one

HRID 1761884Notes

Reaction equation

HRID 1761884 reaction equation
C([O:8][C:9]1[CH:14]=[CH:13][C:12]([S:15]([N:18]2[CH:22]([O:23][CH2:24][CH3:25])[CH2:21][CH2:20][C:19]2=[O:26])(=[O:17])=[O:16])=[CH:11][CH:10]=1)C1C=CC=CC=1>C(O)C>[OH:8][C:9]1[CH:14]=[CH:13][C:12]([S:15]([N:18]2[CH:22]([O:23][CH2:24][CH3:25])[CH2:21][CH2:20][C:19]2=[O:26])(=[O:17])=[O:16])=[CH:11][CH:10]=1

Participants

3

Reactant 1

HCID 30866951-[4-(Benzyloxy)benzene-1-sulfonyl]-5-ethoxypyrrolidin-2-one

Product 1

HCID 30867265-Ethoxy-1-(4-hydroxybenzene-1-sulfonyl)pyrrolidin-2-oneYield 52.2%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

At 20° C., and under 1000 mbar, 6.3 g of 1-(4-benzyloxyphenylsulphonyl)-5-ethoxypyrrolidin-2-one is hydrogenated in the presence of 1.2 g of catalyst (Pd at 10%), in 150 cm3 of 96° ethanol. After filtering, concentrating the filtrate, and crystallizing the residue from 96° ethanol, 2.5 g of the expected product is obtained, m.p. 162°-163° C.

Workup

  1. customAt 20° C.
  2. filtrationAfter filtering
  3. concentrationconcentrating the filtrate
  4. customcrystallizing the residue from 96° ethanol

Sources & evidence

ORD record
ord-7a1a95b134e6494384c272eb6ed9b158
Source dataset
uspto-grants-1989_05
Patent number
US04829079

Reaction notes

Loading…