Acetic Anhydride → HCID 54465712, compound

HRID 461797Notes

Reaction equation

HRID 461797 reaction equation
[Cl:1][C:2]1[CH:24]=[CH:23][C:5]([O:6][CH2:7][CH:8]([OH:22])[CH2:9][N:10]([CH2:17][C:18]([O:20][CH3:21])=[O:19])[C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)=[CH:4][CH:3]=1.[C:25](OC(=O)C)(=[O:27])[CH3:26]>N1C=CC=CC=1>[C:25]([O:22][CH:8]([CH2:9][N:10]([CH2:17][C:18]([O:20][CH3:21])=[O:19])[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)[CH2:7][O:6][C:5]1[CH:4]=[CH:3][C:2]([Cl:1])=[CH:24][CH:23]=1)(=[O:27])[CH3:26]

Participants

4

Reactant 2

HCID 7918Acetic AnhydrideHCID 12801053HCID 12801053, compound

Product 1

HCID 54465712HCID 54465712, compoundYield 83%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

After 5.5 g (0.0157 moles) of 1-(p-chlorophenoxy)-3-(N-carbomethoxymethyl-N-phenylamino)-2-propanol and 6.0 g (0.059 moles) of acetic anhydride were dissolved in 30 ml of pyridine and left to stand at the room temperature for 20 hr, the reaction mixture was concentrated. The resulting residue was poured into iced water to afford precipitates. The precipitates were collected by filtration, washed with water and dried. Recrystallization from isopropanol gave 5.1 g (83%) of the crystals, m.p. 82°-83.

Workup

  1. waitleft
  2. concentrationthe reaction mixture was concentrated
  3. additionThe resulting residue was poured into iced water
  4. customto afford
  5. customprecipitates
  6. filtrationThe precipitates were collected by filtration
  7. washwashed with water
  8. customdried
  9. customRecrystallization from isopropanol

Sources & evidence

ORD record
ord-fbc0b8ea7aad44c1b9f79c3428453d27
Source dataset
uspto-grants-1977_12
Patent number
US04064252

Reaction notes

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