Diethylamine → HCID 23459028, compound

HRID 1680070Notes

Reaction equation

HRID 1680070 reaction equation
[C:1]1([C:7]([CH:9]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[OH:10])=[O:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.ClCCO[CH2:21][CH2:22]Cl.[CH2:24]([NH:26][CH2:27][CH3:28])[CH3:25]>CCOCC>[CH2:24]([N:26]([CH2:21][CH3:22])[CH2:27][CH2:28][O:8][CH:7]([C:1]1[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1)[C:9]([C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)=[O:10])[CH3:25]

Participants

4

Reactant 2

HCID 8021DiethylamineHCID 23459030HCID 23459030, compound

Product 1

HCID 23459028HCID 23459028, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

14 g (0.05 mole) of benzoin-2-chloroethyl ether are stirred with 75 g of diethylamine for 24 hours at 55° C. After cooling, the reaction mixture is diluted with ether and extracted with dilute hydrochloric acid. The aqueous layer is made alkaline with K2CO3 and extracted with ether. The ether layer is washed with ice water, dried over Na2SO4 and concentrated. The residual oil is dried in a high vacuum.

Workup

  1. temperatureAfter cooling
  2. extractionextracted with dilute hydrochloric acid
  3. extractionextracted with ether
  4. washThe ether layer is washed with ice water
  5. dry with materialdried over Na2SO4
  6. concentrationconcentrated
  7. customThe residual oil is dried in a high vacuum

Sources & evidence

ORD record
ord-629f63238109418da55307c402d797a1
Source dataset
uspto-grants-1981_06
Patent number
US04271294

Reaction notes

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