HCID 53803408, compound → HCID 54464897, compound

HRID 2400021Notes

Reaction equation

HRID 2400021 reaction equation
[OH:1][CH2:2][C@@H:3]1[CH2:7][CH2:6][CH2:5][N:4]1[CH2:8][CH2:9][CH2:10][O:11][C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=1[CH2:18][C:19]([O:21]C)=[O:20]>Cl>[OH:1][CH2:2][C@@H:3]1[CH2:7][CH2:6][CH2:5][N:4]1[CH2:8][CH2:9][CH2:10][O:11][C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=1[CH2:18][C:19]([OH:21])=[O:20]

Participants

3

Reactant 1

HCID 53803408HCID 53803408, compound

Product 1

HCID 54464897HCID 54464897, compoundYield 92.1%

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

A suspension of 1.65 g of methyl 2-[3-(2-hydroxymethyl-(S)-1-pyrrolidinyl)propoxy]phenylacetate in 20 cm3 of 6N hydrochloric acid is refluxed for 3 hours. The reaction mixture is concentrated to dryness under reduced pressure (2.7 kPa). The residue obtained is triturated in ether. 1.45 g of 2-[3-(2-hydroxymethyl-(S)-1-pyrrolidinyl)propoxy]phenylacetic acid are obtained in the form of a brown oil.

Workup

  1. temperatureis refluxed for 3 hours
  2. concentrationThe reaction mixture is concentrated to dryness under reduced pressure (2.7 kPa)
  3. customThe residue obtained
  4. customis triturated in ether

Sources & evidence

ORD record
ord-bc4c86c2adc348d89ef36cd5fd2c28c2
Source dataset
uspto-grants-1995_09
Patent number
US05451601

Reaction notes

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