epsilon-CAPROLACTONE → HCID 86743370, compound

HRID 1607701Notes

Reaction equation

HRID 1607701 reaction equation
[NH2:1][CH2:2][CH2:3][CH2:4][N:5]1[CH2:10][CH2:9][O:8][CH2:7][CH2:6]1.[CH2:11]1[CH2:18][CH2:17][O:16][C:14](=[O:15])[CH2:13][CH2:12]1>>[C:14]1(=[O:15])[O:16][CH2:17][CH2:18][CH2:11][CH2:12][CH2:13]1.[NH2:1][CH2:2][CH2:3][CH2:4][N:5]1[CH2:10][CH2:9][O:8][CH2:7][CH2:6]1

Participants

3

Reactant 2

HCID 10401epsilon-CAPROLACTONE2×HCID 61055N-(3-Aminopropyl)morpholine

Product 1

HCID 86743370HCID 86743370, compound

Conditions

Temperature
140 °C

Procedure

About 144 g (1.0 g) of N-(3-aminopropyl) morpholine was mixed with 144 g (1.0 mole) of E-caprolactone in the presence of 0.1 of stannous octanoate and heated slowly to 140° C. under nitrogen atmosphere while stirring. The course of the reaction was observed by the disappearance of caprolactone by infrared analysis. At the end of the first hour at 140° C., the infrared spectrum showed complete conversion at the lactone to the corresponding hydroxyl terminated amide. The resulting adduct analyzed for 10.3% of N and a hydroxyl number of 114.7.

Workup

  1. customat 140° C.
  2. customterminated amide

Sources & evidence

ORD record
ord-f3377fed33144ed498139de597e978ea
Source dataset
uspto-grants-1989_09
Patent number
US04866135

Reaction notes

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