Water → HCID 10114820, compound

HRID 459186Notes

Reaction equation

HRID 459186 reaction equation
F[C:2]1[CH:33]=[CH:32][C:5]([C:6]([C:8]2[CH:31]=[CH:30][C:11]([O:12][CH2:13][CH2:14][CH2:15][O:16][C:17]3[CH:22]=[CH:21][C:20]([CH2:23][C@H:24]([O:28][CH3:29])[C:25]([OH:27])=[O:26])=[CH:19][CH:18]=3)=[CH:10][CH:9]=2)=[O:7])=[CH:4][CH:3]=1.[OH-:34].[K+].O>ClC1C=CC=CC=1>[OH:34][C:2]1[CH:33]=[CH:32][C:5]([C:6]([C:8]2[CH:31]=[CH:30][C:11]([O:12][CH2:13][CH2:14][CH2:15][O:16][C:17]3[CH:22]=[CH:21][C:20]([CH2:23][C@H:24]([O:28][CH3:29])[C:25]([OH:27])=[O:26])=[CH:19][CH:18]=3)=[CH:10][CH:9]=2)=[O:7])=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 962WaterHCID 14797Potassium HydroxideHCID 10275806HCID 10275806, compound

Product 1

HCID 10114820HCID 10114820, compound

Reagents, catalysts & solvents 1

HCID 7964ChlorobenzeneSolvent

Procedure

A solution of (2S)-3-(4-{3-[4-(4-Fluoro-benzoyl)-phenoxy]-propoxy}-phenyl)-2-methoxy-propionic acid (85 mg) (Example 95) and KOH (100 mg) in chlorobenzene (0.3 ml) with water (1 ml) were heated in sealed tube at 200° C. for 3 days. Extracted with ethyl acetate, dried and concentrated to dryness to give a crude product which was purified by chromatography to give the title compound. MS (ES) for C26H26O7 [M+H]+: 451.

Workup

  1. extractionExtracted with ethyl acetate
  2. customdried
  3. concentrationconcentrated to dryness
  4. customto give a crude product which
  5. customwas purified by chromatography

Sources & evidence

ORD record
ord-f02cfe85f32245ed9bfad51bfe7cfb4d
Source dataset
uspto-grants-2007_03
Patent number
US07192982B2

Reaction notes

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