Hydrochloric Acid → HCID 21545547, compound

HRID 1605900Notes

Reaction equation

HRID 1605900 reaction equation
[C:1]([C:4]1[CH:28]=[CH:27][CH:26]=[CH:25][C:5]=1[O:6][CH2:7][CH:8]([OH:24])[CH2:9][N:10]1[CH2:15][CH2:14][N:13]([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=2[O:22][CH3:23])[CH2:12][CH2:11]1)(=[O:3])N.Cl.C(=O)([O-])[O-:31].[K+].[K+]>>[C:1]([C:4]1[CH:28]=[CH:27][CH:26]=[CH:25][C:5]=1[O:6][CH2:7][CH:8]([OH:24])[CH2:9][N:10]1[CH2:15][CH2:14][N:13]([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=2[O:22][CH3:23])[CH2:12][CH2:11]1)([OH:3])=[O:31]

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 11430Potassium CarbonateHCID 21545525HCID 21545525, compound

Product 1

HCID 21545547HCID 21545547, compound

Procedure

A solution consisting of 45 g. of 1-(2-carbamoylphenoxy)-3-[4-(2-methoxyphenyl)piperazinyl]propan-2-ol dissolved in 200 ml. of 40% aqueous hydrochloric acid was refluxed for a period of 2 hours and then allowed to cool to room temperature. Upon completion of this step, the resulting reaction mixture was adjusted to approximately pH 6-7 with aqueous potassium carbonate and the solid material which precipitated at this point was thereafter collected by means of suction filtration and subsequently recrystallized from aqueous ethanol to afford pure 1-(2-carboxyphenoxy)-3-[4-(2-methoxyphenyl)piperazin-1-yl]propan-2-ol, m.p. 198°-202°C. (analytical sample). The yield of crude product before recrystallization was 44 g. (98%).

Workup

  1. customUpon completion of this step, the resulting reaction mixture
  2. customthe solid material which precipitated at this point
  3. filtrationwas thereafter collected by means of suction filtration
  4. customsubsequently recrystallized from aqueous ethanol

Sources & evidence

ORD record
ord-882fa9cf24f44368b4c686e48120b574
Source dataset
uspto-grants-1976_04
Patent number
US03951983

Reaction notes

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