1-(2-Methoxyphenyl)piperazine → HCID 21545531, compound

HRID 1605899Notes

Reaction equation

HRID 1605899 reaction equation
[C:1]([CH2:4][C:5]1[CH:15]=[CH:14][CH:13]=[CH:12][C:6]=1[O:7][CH2:8][CH:9]1[O:11][CH2:10]1)(=[O:3])[NH2:2].[CH3:16][O:17][C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][C:19]=1[N:24]1[CH2:29][CH2:28][NH:27][CH2:26][CH2:25]1>C(O)C>[C:1]([CH2:4][C:5]1[CH:15]=[CH:14][CH:13]=[CH:12][C:6]=1[O:7][CH2:8][CH:9]([OH:11])[CH2:10][N:27]1[CH2:26][CH2:25][N:24]([C:19]2[CH:20]=[CH:21][CH:22]=[CH:23][C:18]=2[O:17][CH3:16])[CH2:29][CH2:28]1)(=[O:3])[NH2:2]

Participants

4

Reactant 2

HCID 13461-(2-Methoxyphenyl)piperazineHCID 22386964HCID 22386964, compound

Product 1

HCID 21545531HCID 21545531, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution consisting of 5.0 g. of 1-(2-carbamoylmethylphenoxy)-2,3-epoxypropane and 4.6 g. of 1-(2-methoxyphenyl)piperazine dissolved in 50 ml. of ethanol was allowed to stand at room temperature (~25°C.) for a period of approximately 16 hours. At the end of this time, the resultant precipitate was removed from the reaction mixture by means of suction filtration and subsequently recrystallized from ethyl acetate to give 1-(2-carbamoylmethylphenoxy)-3-[4-(2-methoxyphenyl)piperazin-1-yl]propan-2-ol as the pure free base compound, m.p. 120°-122°C.

Workup

  1. customto stand at room temperature
  2. custom(~25°C.)
  3. customof approximately 16 hours
  4. customAt the end of this time, the resultant precipitate was removed from the reaction mixture by means of suction filtration
  5. customsubsequently recrystallized from ethyl acetate

Sources & evidence

ORD record
ord-e93d3aa6e9ca4d6e8e2f7df0349437b0
Source dataset
uspto-grants-1976_04
Patent number
US03951983

Reaction notes

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