Diethyl Ether → HCID 15462011, compound

HRID 1003739Notes

Reaction equation

HRID 1003739 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([C:9]2[O:13]C=[N:11][C:10]=2[C:14]([O:16][CH3:17])=[O:15])[CH:5]=[CH:6][C:7]=1[F:8].CCOCC>CO.Cl>[CH3:17][O:16][C:14](=[O:15])[CH:10]([NH2:11])[C:9]([C:4]1[CH:5]=[CH:6][C:7]([F:8])=[C:2]([F:1])[CH:3]=1)=[O:13]

Participants

5

Reactant 2

HCID 3283Diethyl EtherHCID 15462010HCID 15462010, compound

Product 1

HCID 15462011HCID 15462011, compoundYield 104.4%

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolventHCID 887MethanolSolvent

Conditions

Temperature
50 °C

Procedure

To 5-(3,4-difluorophenyl)-4-methoxycarbonyloxazole (1.0 g, 4.18 mmol) in methanol (6 mL), 1N HCl (2 mL) was added and the mixture was heated at 50° C. for 2 hours. The reaction mixture was then concentrated to yield a syrup. Ether was added and the solution filtered to give 1.0 g (87%) of the product as a white solid: 1H-NMR (CDCl3) 3.74 (s, 3 H), 6.15 (s, 1H), 7.45-7.55 (m, 1H), 8.11-8.13 (m, 2H)

Workup

  1. concentrationThe reaction mixture was then concentrated
  2. customto yield a syrup
  3. filtrationthe solution filtered

Sources & evidence

ORD record
ord-4ffcde5190984ed0bacdd8f3a55fd83e
Source dataset
uspto-grants-2000_04
Patent number
US06046331

Reaction notes

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