Sodium Carbonate → HCID 20402713, compound

HRID 1980269Notes

Reaction equation

HRID 1980269 reaction equation
[CH3:1][O:2][C:3]([CH:5]([NH:7][C:8]1[C:13]([CH3:14])=[CH:12][CH:11]=[C:10]([CH2:15][O:16][C:17](=[O:19])[CH3:18])[C:9]=1[CH3:20])[CH3:6])=[O:4].C(=O)([O-])[O-].[Na+].[Na+].[CH3:27][O:28][CH2:29][C:30](Cl)=[O:31]>C1(C)C=CC=CC=1>[CH3:1][O:2][C:3]([CH:5]([N:7]([C:30](=[O:31])[CH2:29][O:28][CH3:27])[C:8]1[C:13]([CH3:14])=[CH:12][CH:11]=[C:10]([CH2:15][O:16][C:17](=[O:19])[CH3:18])[C:9]=1[CH3:20])[CH3:6])=[O:4]

Participants

5

Reactant 3

HCID 10340Sodium CarbonateHCID 96623Methoxyacetyl chlorideHCID 20402723HCID 20402723, compound

Product 1

HCID 20402713HCID 20402713, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent2×

Procedure

35.0 g of N-(1'-methoxycarbonyl-ethyl)-2,6-dimethyl-3-acetoxymethylaniline and 13.3 g of sodium carbonate were placed into 250 ml of toluene, and 20.0 g of methoxyacetic acid chloride, dissolved in 50 ml of toluene, were slowly added. After the exothermic reaction had subsided, the temperature was held at 45° C. for 7 hours by means of a water-bath. The cooled reaction mixture was filtered, and the filtrate was concentrated in a rotary evaporator. The oily residue was distilled: b.p. 167°-171° C. at 0.07 bar.

Workup

  1. additionwere slowly added
  2. customAfter the exothermic reaction
  3. customThe cooled reaction mixture
  4. filtrationwas filtered
  5. concentrationthe filtrate was concentrated in a rotary evaporator
  6. distillationThe oily residue was distilled

Sources & evidence

ORD record
ord-6e23056212794f01a8a665e03b89ff62
Source dataset
uspto-grants-1985_04
Patent number
US04508731

Reaction notes

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