Ethyl Acetoacetate → N-(12-Acetyl-12-Carboethoxydodecanoyl)morpholine

HRID 1973225Notes

Reaction equation

HRID 1973225 reaction equation
[C:1]([N:13]1[CH2:18][CH2:17][O:16][CH2:15][CH2:14]1)(=[O:12])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH:10]=[CH2:11].[C:19]([O:25][CH2:26][CH3:27])(=[O:24])[CH2:20][C:21]([CH3:23])=[O:22]>[60Co]>[C:21]([CH:20]([C:19]([O:25][CH2:26][CH3:27])=[O:24])[CH2:11][CH2:10][CH2:9][CH2:8][CH2:7][CH2:6][CH2:5][CH2:4][CH2:3][CH2:2][C:1]([N:13]1[CH2:14][CH2:15][O:16][CH2:17][CH2:18]1)=[O:12])(=[O:22])[CH3:23]

Participants

4

Reactant 2

HCID 8868Ethyl AcetoacetateHCID 96360N-10-Undecenoylmorpholine

Product 1

HCID 21453509N-(12-Acetyl-12-Carboethoxydodecanoyl)morpholine

Reagents, catalysts & solvents 1

HCID 61492Cobalt-60Catalyst

Procedure

Samples of 2 grams (.0078 mole) of 10-undecenoylmorpholine and 30.9 grams (0.237 mole) of ethyl acetoacetate were placed in a flask, mixed well, and exposed to a cobalt-60 (γ-radiation) source to initiate free radical chain reaction. After irradiating for 17 hours, the mixture was removed from the irradiation source and stripped under reduced pressure. Analysis of the product, N-(12-acetyl-12-carboethoxydodecanoyl) morpholine: % G 65.78 (theory 65.76); % H, 9.87 (theory 9.73); % N, 3.68 (theory 3.65).

Workup

  1. additionmixed well
  2. customradical chain reaction
  3. customAfter irradiating for 17 hours
  4. customthe mixture was removed from the irradiation source

Sources & evidence

ORD record
ord-60565c1980b141f7bc92b1d591cb2f78
Source dataset
uspto-grants-1976_12
Patent number
US03996353

Reaction notes

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