Ethyl Acetate → HCID 22033077, compound

HRID 1792385Notes

Reaction equation

HRID 1792385 reaction equation
[OH:1][C:2]1[CH:11]=[C:10]2[C:5]([CH:6]([CH:21]([CH2:29][CH2:30][CH3:31])[CH2:22][CH:23]=[CH:24][CH2:25][C:26]([OH:28])=[O:27])[C:7]([C:13]3[CH:18]=[CH:17][C:16]([O:19][CH3:20])=[CH:15][CH:14]=3)([CH3:12])[CH2:8][S:9]2)=[CH:4][CH:3]=1.[C:32](OCC)(=O)C>O.[Pt](=O)=O>[CH3:32][O:1][C:2]1[CH:11]=[C:10]2[C:5]([CH:6]([CH:21]([CH2:29][CH2:30][CH3:31])[CH2:22][CH2:23][CH2:24][CH2:25][C:26]([OH:28])=[O:27])[C:7]([C:13]3[CH:18]=[CH:17][C:16]([O:19][CH3:20])=[CH:15][CH:14]=3)([CH3:12])[CH2:8][S:9]2)=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 8857Ethyl AcetateHCID 53926580HCID 53926580, compound

Product 1

HCID 22033077HCID 22033077, compoundYield 87%

Reagents, catalysts & solvents 1

HCID 11139377Platinum dioxide monohydrateCatalyst

Procedure

To a solution of 6-[7-hydroxy-3-(4-methoxyphenyl)-3-methylthiochroman-4-yl]-3-nonenoic acid (254 mg, 0.56 mmol) in ethyl acetate (5 ml) was added platinum(IV) oxide hydrate (130 mg, 0.56 mmol) and the mixture was stirred for 16 h at room temperature under hydrogen atmosphere. The catalyst was filtered off and washed with methanol. The filtrate was concentrated and the residue was subjected to flash chromatography on silica gel (ethyl acetate) to give the title compound (222 mg, yield: 87%).

Workup

  1. filtrationThe catalyst was filtered off
  2. washwashed with methanol
  3. concentrationThe filtrate was concentrated

Sources & evidence

ORD record
ord-5a2e73f06549427d8cbb512565fe019d
Source dataset
uspto-grants-2006_07
Patent number
US07074819B2

Reaction notes

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