Acetic Anhydride → HCID 12919005, compound

HRID 903154Notes

Reaction equation

HRID 903154 reaction equation
[C:1](OC(=O)C)(=[O:3])[CH3:2].[CH3:8][C:9]1[C:21]([CH3:22])=[CH:20][CH:19]=[CH:18][C:10]=1[O:11][CH2:12][C:13]1[NH:14][CH2:15][CH2:16][N:17]=1>C(OCC)C>[CH3:8][C:9]1[C:21]([CH3:22])=[CH:20][CH:19]=[CH:18][C:10]=1[O:11][CH2:12][C:13]1[N:17]([C:1](=[O:3])[CH3:2])[CH2:16][CH2:15][N:14]=1

Participants

4

Reactant 2

HCID 7918Acetic AnhydrideHCID 498352-[(2,3-Dimethylphenoxy)methyl]-4,5-dihydro-1H-imidazole

Product 1

HCID 12919005HCID 12919005, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent2×

Procedure

A solution of acetic anhydride (3.0 ml; 0.032 moles) in diethyl ether (10 ml) was added dropwise, during 10 minutes, to a stirred suspension of 2-(2,3-dimethylphenoxymethyl)-2-imidazoline (6.12 g; 0.030 mole) (prepared from O-ethyl-2,3-dimethylphenoxyacetimidate and ethylene diamine) in diethyl ether (100 ml) cooling the mixture to keep its temperature below 20° C. After stirring for 2 hours the reaction mixture was filtered and the precipitate recrystallised from acetone to yield white crystals of 2-(2,3-dimethylphenoxymethyl)-1-acetyl-2-imidazoline, m.p. 127°-130° C. Analysis: Calculated C 68.27, H 7.37, N 11.37% Found: C 68.13, H 7.44, N 11.13%.

Workup

  1. temperaturecooling the mixture
  2. customits temperature below 20° C
  3. filtrationwas filtered
  4. customthe precipitate recrystallised from acetone

Sources & evidence

ORD record
ord-ae1607a67e564aaebceae7fe67998a6c
Source dataset
uspto-grants-1980_10
Patent number
US04226876

Reaction notes

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