Nitrogen → HCID 67127967, compound

HRID 2040051Notes

Reaction equation

HRID 2040051 reaction equation
N#N.[F:3][C:4]([C:7]1[O:8][CH:9]=[C:10]([C:12](OCC)=[O:13])[N:11]=1)([F:6])[CH3:5].[H-].[Al+3].[Li+].[H-].[H-].[H-].[OH-].[Na+]>C1COCC1.O>[F:3][C:4]([C:7]1[O:8][CH:9]=[C:10]([CH2:12][OH:13])[N:11]=1)([F:6])[CH3:5]

Participants

7

Reactant 4

HCID 947NitrogenHCID 14798Sodium HydroxideHCID 21226445Aluminium lithium hydrideHCID 67127745HCID 67127745, compound

Product 1

HCID 67127967HCID 67127967, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolvent2×HCID 8028TetrahydrofuranSolvent3×

Procedure

In a flame dried round-bottomed flask equipped with a magnetic stir bar and under inert atmosphere (N2), a solution of ethyl 2-(1,1-difluoroethyl)oxazole-4-carboxylate (1.23 g, 6.00 mmol) in THF (15.0 mL) was added dropwise at 0° C. to a solution of lithim aluminium hydride (6.7 mL of a 1M sol in THF, 6.70 mmol) in THF (5.0 mL) and the reaction mixture was stirred for 1 h at 0° C. Water (2.0 mL) was added followed by 1M NaOH (2.0 mL) and water (2.0 mL) and the reaction mixture was allowed to warm to rt. The solvents were removed under reduced pressure to give the title compound as a colorless oil. TLC: rf (EA)=0.18. LC-MS-conditions 01: tR=0.57 min; [M+H]+=164.04.

Workup

  1. customThe solvents were removed under reduced pressure

Sources & evidence

ORD record
ord-4c9a35d60b014be6b6a4c2968c873b49
Source dataset
uspto-grants-2013_11
Patent number
US08580831B2

Reaction notes

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