Ethanol → HCID 86624480, compound

HRID 557268Notes

Reaction equation

HRID 557268 reaction equation
[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[O:7][CH2:8][C:9]1[CH:14]=[CH:13][C:12]([CH:15]2[O:17][CH:16]2[C:18]([O:20]C)=[O:19])=[CH:11][CH:10]=1.C(O)C.C[O-].[Na+:27].O>C(OCC)C.O1CCCC1>[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[O:7][CH2:8][C:9]1[CH:10]=[CH:11][C:12]([CH:15]2[O:17][CH:16]2[C:18]([O-:20])=[O:19])=[CH:13][CH:14]=1.[Na+:27]

Participants

7

Reactant 4

HCID 702EthanolHCID 962WaterHCID 10942334Sodium MethoxideHCID 59841575HCID 59841575, compound

Product 1

HCID 86624480HCID 86624480, compound

Reagents, catalysts & solvents 2

HCID 3283Diethyl EtherSolventHCID 8028TetrahydrofuranSolvent

Procedure

To a mixture of methyl 3-(4-(pyridin-2-yloxymethyl)-phenyl)-oxiran-2-carboxylate described in Preparation Example 2-1-1 (19.9 g) and ethanol (300 mL) were sequentially added sodium methoxide (14.2 mL, 28% methanol solution), water (1.3 mL), tetrahydrofuran (100 mL) at 0° C, which was stirred at room temperature for one hour. To the reaction mixture was added diethyl ether (200 mL), and the precipitated solids were filtered to obtain the title compound (14.3 g).

Workup

  1. customat 0° C
  2. filtrationthe precipitated solids were filtered

Sources & evidence

ORD record
ord-ff4c66c72082476993851ff9f346dd6c
Source dataset
uspto-grants-2011_11
Patent number
US08058444B2

Reaction notes

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