Sodium Hydroxide → HCID 145855861, compound

HRID 2181657Notes

Reaction equation

HRID 2181657 reaction equation
Cl.[NH2:2][OH:3].[OH-].[Na+].[CH:6]([C:8]1[O:9][C:10]2[CH:16]=[C:15]([C:17]([O:19][CH3:20])=[O:18])[CH:14]=[CH:13][C:11]=2[CH:12]=1)=O>CCO>[OH:3]/[N:2]=[CH:6]\[C:8]1[O:9][C:10]2[CH:16]=[C:15]([C:17]([O:19][CH3:20])=[O:18])[CH:14]=[CH:13][C:11]=2[CH:12]=1

Participants

5

Reactant 3

HCID 14798Sodium HydroxideHCID 443297Hydroxyamine hydrochlorideHCID 22481722588702-95-8

Product 1

HCID 145855861HCID 145855861, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Hydroxylamine hydrochloride (153 mg, 2.2 mmol) is free based for 5 min in 2N NaOH (1.1 ml, 2.2 mmol) and added drop-wise to a solution of methyl 2-formyl-1-benzofuran-6-carboxylate (408 mg, 2.0 mmol) in EtOH (6 ml). The reaction is stirred overnight and the volatiles are removed in vacuo. The residue is suspended in water (5 ml) and the slurry is filtered. The cake is dried overnight to afford 399 mg (91%) of E/Z-methyl 2-[(hydroxyimino)methyl]-1-benzofuran-6-carboxylate as a light brown solid. HRMS (FAB) calcd for C11H9NO4+H: 220.0610, found 220.0602 (M+H)+.

Workup

  1. customthe volatiles are removed in vacuo
  2. filtrationthe slurry is filtered
  3. customThe cake is dried overnight

Sources & evidence

ORD record
ord-6f7dfc75ebb940b59f710f21d86c1b19
Source dataset
uspto-grants-2005_05
Patent number
US06894042B2

Reaction notes

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