Cyclopropanemethanamine → HCID 13647243, compound

HRID 1701854Notes

Reaction equation

HRID 1701854 reaction equation
[CH:1]1([CH2:4][NH2:5])[CH2:3][CH2:2]1.[CH2:6]([O:8][C:9](=[O:19])[CH2:10][CH:11]=[CH:12][CH2:13][C:14](OCC)=[O:15])[CH3:7]>>[CH:1]1([CH2:4][N:5]2[C:14](=[O:15])[CH2:13][CH2:12][CH:11]2[CH2:10][C:9]([O:8][CH2:6][CH3:7])=[O:19])[CH2:3][CH2:2]1

Participants

3

Reactant 2

HCID 75646CyclopropanemethanamineHCID 264235HCID 264235, compound

Product 1

HCID 13647243HCID 13647243, compoundYield 62.6%

Conditions

Temperature
165 °C

Procedure

78 g of cyclopropylmethylamine (1.1 mole) and 220 g of 3-hexenedioic acid diethyl ester are introduced into a liter autoclave. The mixture is heated to 165° C. and then kept at that temperature for 8 hours. After cooling, the product is distilled under vacuum, first eliminating the alcohol, then obtaining 155 g of a compound which distils at 157°-160° C. under 3 mm of Hg.

Workup

  1. temperatureAfter cooling
  2. distillationthe product is distilled under vacuum

Sources & evidence

ORD record
ord-265611e3ddf74372ad97174a7d41eb4c
Source dataset
uspto-grants-1983_04
Patent number
US04379161

Reaction notes

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