Acetic Anhydride → HCID 54465712, compound

HRID 839391Notes

Reaction equation

HRID 839391 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-c84943c7c1914a8394d01fefe77aadd4
Source dataset
uspto-grants-1978_06
Patent number
US04094991

Reaction notes

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