Water → HCID 20467711, compound

HRID 1903007Notes

Reaction equation

HRID 1903007 reaction equation
[CH2:1]([O:3][C:4]([CH2:6][CH2:7][N:8]1[C:11](=[O:12])[CH2:10][C:9]1(C(OCC)=O)[C:13]([O:15][CH2:16][CH3:17])=[O:14])=[O:5])[CH3:2].[Cl-].[Na+].O>CS(C)=O>[CH2:1]([O:3][C:4]([CH2:6][CH2:7][N:8]1[C:11](=[O:12])[CH2:10][CH:9]1[C:13]([O:15][CH2:16][CH3:17])=[O:14])=[O:5])[CH3:2]

Participants

5

Reactant 3

HCID 962WaterHCID 5234Sodium ChlorideHCID 20467708HCID 20467708, compound

Product 1

HCID 20467711HCID 20467711, compound

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Conditions

Temperature
180 °C

Procedure

To a solution of 9.5 g. (30 mmoles) of crude diethyl 1-(2-ethoxycarbonylethyl)-4-oxo-2,2-azetidine-dicarboxylate in 10 ml. of dimethyl sulfoxide 2.11 g. (36 mmoles) of sodium chloride and 1.1 ml. (60 mmoles) of water are added and the mixture is stirred for 9 hours at an oil bath of 180° C. The reaction mixture is poured on 200 ml. saturated aqueous hydrochloric acid solution and extracted with five 60-ml. portions of ether. The ethereal extract is dried with magnesium sulfate, filtered and the filtrate is evaporated in vacuo.

Workup

  1. additionThe reaction mixture is poured on 200 ml
  2. extractionsaturated aqueous hydrochloric acid solution and extracted with five 60-ml
  3. extractionThe ethereal extract
  4. dry with materialis dried with magnesium sulfate
  5. filtrationfiltered
  6. customthe filtrate is evaporated in vacuo

Sources & evidence

ORD record
ord-a5328ce0ce8a491c864b572ae274b31f
Source dataset
uspto-grants-1984_03
Patent number
US04435322

Reaction notes

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