Water → HCID 23459037, compound

HRID 1680069Notes

Reaction equation

HRID 1680069 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.Cl[CH2:18][CH2:19][O:20][CH2:21][CH2:22]Cl.[NH:24]1CCO[CH2:26][CH2:25]1.O>CCOCC>[O:20]1[CH2:21][CH2:22][N:24]([CH2:25][CH2:26][O:8][CH:7]([C:1]2[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=2)[C:9]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)=[O:10])[CH2:18][CH2:19]1

Participants

5

Reactant 3

HCID 962WaterHCID 8083MorpholineHCID 23459030HCID 23459030, compound

Product 1

HCID 23459037HCID 23459037, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

55 g(0.2 mole) of benzoin-2-chloroethyl ether are stirred with 174 g of morpholine for 6 hours at room temperature and for 1 hour at 130° C. After cooling, the reaction mixture is diluted with ether and poured into water. The aqueous layer is extracted with ether and the ether layer is washed neutral with H2O. The ether layer is then extracted with dilute hydrochloric acid. The hydrochloric acid solution is made alkaline with K2CO3 and extracted with ether. The ether layer is dried over Na2SO4 and concentrated. The residual oil is dried in vacuo.

Workup

  1. temperatureAfter cooling
  2. extractionThe aqueous layer is extracted with ether
  3. washthe ether layer is washed neutral with H2O
  4. extractionThe ether layer is then extracted with dilute hydrochloric acid
  5. extractionextracted with ether
  6. dry with materialThe ether layer is dried over Na2SO4
  7. concentrationconcentrated
  8. customThe residual oil is dried in vacuo

Sources & evidence

ORD record
ord-9d5ed25d76e846c8adcf769d9e1112d6
Source dataset
uspto-grants-1981_06
Patent number
US04271294

Reaction notes

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