Benzene → HCID 13505928, compound

HRID 279775Notes

Reaction equation

HRID 279775 reaction equation
C([C:3](CC)(Cl)[C:4]([N:6]([CH:18]([C:22]([O-:24])=[O:23])[C:19]([O-:21])=[O:20])[CH2:7][C:8]1[CH:13]=[CH:12][C:11]([O:14][CH3:15])=[CH:10][C:9]=1[O:16][CH3:17])=[O:5])C.[CH2:28](N(CC)CC)[CH3:29].[CH:35]1C=CC=C[CH:36]=1>>[CH2:28]([O:21][C:19]([C:18]1([C:22]([O:24][CH2:35][CH3:36])=[O:23])[CH2:3][C:4](=[O:5])[N:6]1[CH2:7][C:8]1[CH:13]=[CH:12][C:11]([O:14][CH3:15])=[CH:10][C:9]=1[O:16][CH3:17])=[O:20])[CH3:29]

Participants

4

Reactant 3

HCID 241BenzeneHCID 8471TriethylamineHCID 131714654HCID 131714654, compound

Product 1

HCID 13505928HCID 13505928, compoundYield 89%

Procedure

A mixture of 35 g (0.087 mole) of diethyl-[N-(2,4-dimethoxy-benzyl)-N-(chloro-acetyl)-amino-malonate], 15.9 ml (11.4 g, 0.113 mole) of triethylamine and 200 ml of anhydrous benzene is heated to boiling for 8 hours. The mixture is extracted successively with 100 ml of water, 100 ml of diluted hydrochloric acid and 100 ml of water, the benzene phase is dried over anhydrous magnesium sulfate, filtered and the filtrate is evaporated. Thus 28,4 g of diethyl-[1-(2,4-dimethoxy-benzyl)-4-oxo-2,2-azetidine-dicarboxylate] are obtained, yield: 89%. B.p.: 175°-180° C./0.1 Hgmm.

Workup

  1. temperatureis heated
  2. extractionThe mixture is extracted successively with 100 ml of water, 100 ml of diluted hydrochloric acid and 100 ml of water
  3. dry with materialthe benzene phase is dried over anhydrous magnesium sulfate
  4. filtrationfiltered
  5. customthe filtrate is evaporated

Sources & evidence

ORD record
ord-1bb1e10fd79644a2baee655155b14b0b
Source dataset
uspto-grants-1986_05
Patent number
US04587049

Reaction notes

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