Chloroethane → HCID 18945617, compound

HRID 399929Notes

Reaction equation

HRID 399929 reaction equation
[Na].[OH:2][N:3]1[C:7](=[O:8])[CH:6]2[CH2:9][CH2:10][CH2:11][CH2:12][CH:5]2[C:4]1=[O:13].[CH2:14](Cl)[CH3:15]>>[CH2:14]([O:2][N:3]1[C:4](=[O:13])[CH:5]2[CH2:12][CH2:11][CH2:10][CH2:9][CH:6]2[C:7]1=[O:8])[CH3:15]

Participants

4

Reactant 3

HCID 6337Chloroethane2×HCID 2249812-hydroxyhexahydro-1H-isoindole-1,3(2H)-dioneHCID 5360545Sodium

Product 1

HCID 18945617HCID 18945617, compoundYield 79.4%

Conditions

Temperature
100 °C

Procedure

In an autoclave 60 g of a 20 wt % solution of the sodium salt of N-hydroxyhexahydrophthalimide (0.063 mol) and 5.0 g (0.078 mol) of ethyl chloride were mixed together. The mixture was heated to 100° C. After reaching this temperature the mixture was stirred for a further 5 hours while the temperature was maintained at 100° C. After 5 hours' reaction the excess ethyl chloride was blown out and the reaction mixture was discharged. The reaction product was extracted from the mixture with toluene. Gas chromatographic analysis of the toluene extract showed that the yield was 79% of N-ethoxyhexa-hydrophthalimide (0.050 mol).

Workup

  1. temperaturewas maintained at 100° C
  2. extractionThe reaction product was extracted from the mixture with toluene
  3. extractionGas chromatographic analysis of the toluene extract

Sources & evidence

ORD record
ord-f2edc87f22dc400293a1f6ffaac2b6b5
Source dataset
uspto-grants-1998_10
Patent number
US05824804

Reaction notes

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