HCID 59354822, compound → HCID 135976068, compound

HRID 1425815Notes

Reaction equation

HRID 1425815 reaction equation
C([O:8][C:9]1[CH:14]=[CH:13][C:12]([C:15]2[O:19][C:18]([CH3:21])([CH3:20])[C:17](=[O:22])[C:16]=2[C:23]2[CH:28]=[CH:27][N:26]=[CH:25][CH:24]=2)=[CH:11][CH:10]=1)C1C=CC=CC=1>CO>[OH:8][C:9]1[CH:10]=[CH:11][C:12]([C:15]2[O:19][C:18]([CH3:20])([CH3:21])[C:17](=[O:22])[C:16]=2[C:23]2[CH:28]=[CH:27][N:26]=[CH:25][CH:24]=2)=[CH:13][CH:14]=1

Participants

3

Reactant 1

HCID 59354822HCID 59354822, compound

Product 1

HCID 135976068HCID 135976068, compoundYield 99,535.797%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a stirred solution of 5-(4-(benzyloxy)phenyl)-2,2-dimethyl-4-(pyridin-4-yl) furan-3(2H)-one (620 mg, 0.001 mmol) in MeOH (15 mL) was added Pd (OH)2 (120 mg, 0.85 mmol) at RT under an inert atmosphere. The reaction mixture was stirred under a hydrogen atmosphere for 1 h. The reaction mixture was then filtered through a pad of Celite® and the filtrate was concentrated in vacuo to obtain the crude product. The crude material was purified via silica gel column chromatography to afford 5-(4-hydroxyphenyl)-2,2-dimethyl-4-(pyridin-4-yl) furan-3(2H)-one (280 mg, 60%) as a solid.

Workup

  1. filtrationThe reaction mixture was then filtered through a pad of Celite®
  2. concentrationthe filtrate was concentrated in vacuo
  3. customto obtain the crude product
  4. customThe crude material was purified via silica gel column chromatography

Sources & evidence

ORD record
ord-0c4bf32964df480db8d1d0a80c8da4ec
Source dataset
uspto-grants-2015_01
Patent number
US08933074B2

Reaction notes

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