Water → 1-[2-(1,4-Benzodioxan-2-yl)-2-acetoxyethyl]-4-[(2,6-dimethylphenyl)aminocarbonylmethyl]piperazine

HRID 637780Notes

Reaction equation

HRID 637780 reaction equation
[O:1]1[C:6]2[CH:7]=[CH:8][CH:9]=[CH:10][C:5]=2[O:4][CH2:3][CH:2]1[CH:11]([OH:31])[CH2:12][N:13]1[CH2:18][CH2:17][N:16]([CH2:19][C:20]([NH:22][C:23]2[C:28]([CH3:29])=[CH:27][CH:26]=[CH:25][C:24]=2[CH3:30])=[O:21])[CH2:15][CH2:14]1.[C:32](OC(=O)C)(=[O:34])[CH3:33].O>N1C=CC=CC=1>[O:1]1[C:6]2[CH:7]=[CH:8][CH:9]=[CH:10][C:5]=2[O:4][CH2:3][CH:2]1[CH:11]([O:31][C:32](=[O:34])[CH3:33])[CH2:12][N:13]1[CH2:14][CH2:15][N:16]([CH2:19][C:20]([NH:22][C:23]2[C:24]([CH3:30])=[CH:25][CH:26]=[CH:27][C:28]=2[CH3:29])=[O:21])[CH2:17][CH2:18]1

Participants

5

Reactant 3

HCID 962WaterHCID 7918Acetic AnhydrideHCID 13578745HCID 13578745, compound

Product 1

HCID 538319951-[2-(1,4-Benzodioxan-2-yl)-2-acetoxyethyl]-4-[(2,6-dimethylphenyl)aminocarbonylmethyl]piperazine

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

One g of 1-[2-(1,4-benzodioxan-2-yl)-2-hydroxyethyl]-4-[(2,6-dimethylphenyl)aminocarbonylmethyl]piperazine is dissolved in 15 ml of pyridine and cooled in an ice bath to 0°-5° C. Acetic anhydride (0.6 g) is slowly added and the reaction mixture is stirred for 2 hr. After the addition of 100 ml of water, the reaction mixture is extracted twice with 100-ml portions of diethylether. After combining, the ether portion is washed twice with 100 ml of water and evaporated to dryness to produce 1-[2-(1,4-benzodioxan-2-yl)-2-acetoxyethyl]-4-[(2,6-dimethylphenyl)aminocarbonylmethyl]piperazine as an oil.

Workup

  1. temperaturecooled in an ice bath to 0°-5° C
  2. extractionthe reaction mixture is extracted twice with 100-ml portions of diethylether
  3. washthe ether portion is washed twice with 100 ml of water
  4. customevaporated to dryness

Sources & evidence

ORD record
ord-ffb045a16b5e47ecb992edbb1b4a4ab1
Source dataset
uspto-grants-1985_12
Patent number
US04558129

Reaction notes

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