Water → HCID 54285299, compound

HRID 1283752Notes

Reaction equation

HRID 1283752 reaction equation
[OH:1][N:2]=[C:3]([C:9]#[N:10])[C:4]([O:6][CH2:7][CH3:8])=[O:5].O.Cl[C:13]([O:15][CH2:16][C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1)=[O:14].C(=O)([O-])O.[Na+]>CC(C)=O>[CH2:16]([O:15][C:13]([O:1][N:2]=[C:3]([C:9]#[N:10])[C:4]([O:6][CH2:7][CH3:8])=[O:5])=[O:14])[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1

Participants

6

Reactant 4

HCID 962WaterHCID 10387Benzyl chloroformateHCID 516892Sodium BicarbonateHCID 6399078Ethyl 2-cyano-2-(hydroxyimino)acetate

Product 1

HCID 54285299HCID 54285299, compoundYield 80.1%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

A mixture of ethyl 2-hydroxyimino-2-cyanoacetate (8.5 g). water (30 ml) and acetone (4 ml) is stirred at 0°C, and benzyl chloroformate (9.4 g) is added thereto. The resulting mixture is, after adjusted to pH 7 to 8 with the addition of an aqueous solution of sodium hydrogencarbonate, stirred for 3 hours and then filtered. The residue is washed with water and dried to give ethyl 2-benzyloxycarbonyloxyimino-2-cyanoacetate (12.2 g) as crystals. M.P. 101° to 102.5°C.

Workup

  1. filtrationfiltered
  2. washThe residue is washed with water
  3. customdried

Sources & evidence

ORD record
ord-35e81be3eef347f993e2748df26b984e
Source dataset
uspto-grants-1976_08
Patent number
US03976635

Reaction notes

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