Triethylamine → HCID 19757197, compound

HRID 1588131Notes

Reaction equation

HRID 1588131 reaction equation
[CH3:1][O:2][C:3]1[C:10]([O:11][CH2:12][O:13][CH3:14])=[CH:9][C:8]([O:15][CH3:16])=[C:7]([O:17][CH2:18][O:19][CH3:20])[C:4]=1[CH:5]=O.[CH3:21][C:22]1([CH3:30])[O:29][C:27](=[O:28])[CH2:26][C:24](=[O:25])[O:23]1.C(N(CC)CC)C.C(OCC)(=O)C>C1C=CC=CC=1>[CH3:21][C:22]1([CH3:30])[O:29][C:27](=[O:28])[C:26](=[CH:5][C:4]2[C:7]([O:17][CH2:18][O:19][CH3:20])=[C:8]([O:15][CH3:16])[CH:9]=[C:10]([O:11][CH2:12][O:13][CH3:14])[C:3]=2[O:2][CH3:1])[C:24](=[O:25])[O:23]1

Participants

6

Reactant 4

HCID 8471TriethylamineHCID 8857Ethyl AcetateHCID 162492,2-Dimethyl-1,3-dioxane-4,6-dioneHCID 136754192,5-Dimethoxy-3,6-bis(methoxymethoxy)benzaldehyde

Product 1

HCID 19757197HCID 19757197, compound

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

3 Grams (10.48 mM) of 2,5-dimethoxy-3,6-bis(methoxymethoxy)benzaldehyde was dissolved in 100 ml of benzene, next 1.82 g (1.2 times the equivalent) of Meldrum's acid and 3 ml of triethylamine were added thereto, and the reaction mixture was stirred at room temperature for 5 hours. 200 milliliters of ethyl acetate was added to the reaction mixture, and the organic layer was washed twice with 50 ml of water, then washed three times with a saturated sodium chloride aqueous solution. The organic layer was then dehydrated on anhydrous sodium sulfate and concentrated to yield 4.39 g of 1-(2,2-dimethyl-4,6-dioxo-1,3-dioxan-5-ylidene)-1-[2,5-dimethoxy-3,6-bis(methoxymethoxy)phenyl]methane. Yellow powdery substance.

Workup

  1. washthe organic layer was washed twice with 50 ml of water
  2. washwashed three times with a saturated sodium chloride aqueous solution
  3. concentrationconcentrated

Sources & evidence

ORD record
ord-b9f8ef44fc494e23b80f35e9bced8219
Source dataset
uspto-grants-1993_06
Patent number
US05220042

Reaction notes

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