Triethylamine → HCID 54530654, compound

HRID 1283761Notes

Reaction equation

HRID 1283761 reaction equation
[OH:1][N:2]=[C:3]([C:9]#[N:10])[C:4]([O:6][CH2:7][CH3:8])=[O:5].C(N(CC)CC)C.Cl[C:19]([O:21][C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1)=[O:20]>C1C=CC=CC=1>[C:22]1([O:21][C:19]([O:1][N:2]=[C:3]([C:9]#[N:10])[C:4]([O:6][CH2:7][CH3:8])=[O:5])=[O:20])[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 15891Phenyl chloroformateHCID 6399078Ethyl 2-cyano-2-(hydroxyimino)acetate

Product 1

HCID 54530654HCID 54530654, compoundYield 124.8%

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent2×

Procedure

In dry benzene (50 ml), ethyl 2-hydroxyimino-2-cyanoacetate (7.1 g) and triethylamine (7.0 ml) are dissolved, and the obtained solution is cooled with ice-water. A solution of phenyl chloroformate (7.8 g) in dry benzene (50 ml) is dropwise added thereto while stirring, and the resulting mixture is stirred for 1 hour and allowed to stand over night. The reaction mixture is filtered, and the filtrate is washed with water, dried and concentrated to give ethyl 2-phenyloxycarbonyloxyimino-2-cyanoacetate (16.3 g) as an oil.

Workup

  1. stirringthe resulting mixture is stirred for 1 hour
  2. waitto stand over night
  3. filtrationThe reaction mixture is filtered
  4. washthe filtrate is washed with water
  5. customdried
  6. concentrationconcentrated

Sources & evidence

ORD record
ord-0519ab5e00dd480ebb290acaa48a729f
Source dataset
uspto-grants-1976_08
Patent number
US03976635

Reaction notes

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