Ethanol → HCID 68884568, compound

HRID 1294275Notes

Reaction equation

HRID 1294275 reaction equation
[CH3:1][C:2]1[O:6][C:5]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)=[N:4][C:3]=1[CH2:13][O:14][C:15]1[CH:39]=[CH:38][C:18]([CH2:19][O:20][C:21]2[CH:30]=[CH:29][C:28]3[C:23](=[CH:24][CH:25]=[CH:26][CH:27]=3)[C:22]=2[CH:31]=[CH:32][C:33]([O:35][CH2:36][CH3:37])=[O:34])=[CH:17][CH:16]=1.C(O)C>[Pt]=O.O1CCCC1>[CH3:1][C:2]1[O:6][C:5]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)=[N:4][C:3]=1[CH2:13][O:14][C:15]1[CH:16]=[CH:17][C:18]([CH2:19][O:20][C:21]2[CH:30]=[CH:29][C:28]3[C:23](=[CH:24][CH:25]=[CH:26][CH:27]=3)[C:22]=2[CH2:31][CH2:32][C:33]([O:35][CH2:36][CH3:37])=[O:34])=[CH:38][CH:39]=1

Participants

5

Reactant 2

HCID 702EthanolHCID 68883491HCID 68883491, compound

Product 1

HCID 68884568HCID 68884568, compoundYield 90%

Reagents, catalysts & solvents 2

HCID 82844Platinum oxide (PtO)CatalystHCID 8028TetrahydrofuranSolvent

Procedure

A mixture of ethyl 3-[2-[4-[(5-methyl-2-phenyl-4-oxazolyl)methoxy]benzyloxy]-1-naphthyl]-2-propenoate (1.51 g), platinum oxide (0.18 g), ethanol (5 mL) and tetrahydrofuran (10 mL) was stirred at room temperature overnight under a hydrogen atmosphere. The catalyst was filtered off, and the filtrate was concentrated to give crystals (1.36 g, 90%) of ethyl 3-[2-[4-[(5-methyl-2-phenyl-4-oxazolyl)methoxy]benzyloxy]-1-naphthyl]propionate. Recrystallization from acetone-hexane gave colorless needle crystals. melting point: 86-87° C.

Workup

  1. filtrationThe catalyst was filtered off
  2. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-8f164e7b61384c6592f395be706c0a30
Source dataset
uspto-grants-2007_07
Patent number
US07238716B2

Reaction notes

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