Triethylamine → HCID 20457876, compound

HRID 1262702Notes

Reaction equation

HRID 1262702 reaction equation
[Cl:1][C:2]1[CH:23]=[C:22]([C:24]([F:27])([F:26])[F:25])[CH:21]=[C:20]([Cl:28])[C:3]=1[O:4][C:5]1[CH:6]=[CH:7][CH:8]=[C:9]([CH:19]=1)[O:10][C:11]([N+:16]([O-:18])=[O:17])([CH3:15])[C:12](Cl)=[O:13].[OH:29][CH2:30][C:31]([O:33][CH2:34][CH3:35])=[O:32].C(N(CC)CC)C>C1(C)C=CC=CC=1>[Cl:28][C:20]1[CH:21]=[C:22]([C:24]([F:26])([F:25])[F:27])[CH:23]=[C:2]([Cl:1])[C:3]=1[O:4][C:5]1[CH:6]=[CH:7][CH:8]=[C:9]([CH:19]=1)[O:10][C:11]([N+:16]([O-:18])=[O:17])([CH3:15])[C:12]([O:29][CH2:30][C:31]([O:33][CH2:34][CH3:35])=[O:32])=[O:13]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 12184Ethyl GlycolateHCID 20407000HCID 20407000, compound

Product 1

HCID 20457876HCID 20457876, compoundYield 78.4%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent3×

Procedure

A solution of 15 g of 5-(2,6-dichloro-4-trifluoromethyl- phenoxy)-2-nitro-α-phenoxypropionyl chloride in 30 ml of toluene was added dropwise to a solution of 3.7 g of ethyl hydroxyacetate and 4 g of triethylamine in 70 ml of toluene cooled to 0° to 5° C. The reaction mixture was stirred at room temperature overnight, diluted with 300 ml of toluene, washed to neutrality, dried, filtered and evaporated. 13.5 g ethoxycarbonylmethyl 5-(2,6-dicloro-4-trifluoromethyl-phenoxy)-2nitro-α- phenoxy-propionate were initially obtained in the form of a yellowish oil which then crystallised. Melting point: 75° to 76° C. The yield of pure substance was calculated to be 70.5% of theory.

Workup

  1. temperaturecooled to 0° to 5° C
  2. washwashed to neutrality
  3. customdried
  4. filtrationfiltered
  5. customevaporated

Sources & evidence

ORD record
ord-db5c4912f2b94730bcff97db22581613
Source dataset
uspto-grants-1984_06
Patent number
US04452992

Reaction notes

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