Triethylamine → HCID 11033857, compound

HRID 2090590Notes

Reaction equation

HRID 2090590 reaction equation
[CH3:1][C:2]1([CH3:10])[O:9][C:7](=[O:8])[CH2:6][C:4](=[O:5])[O:3]1.C(N(CC)CC)C.[C:18](Cl)(=[O:28])[CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH3:27]>ClCCl>[C:18]([CH:6]1[C:7](=[O:8])[O:9][C:2]([CH3:10])([CH3:1])[O:3][C:4]1=[O:5])(=[O:28])[CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH3:27]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 162492,2-Dimethyl-1,3-dioxane-4,6-dioneHCID 66982Decanoyl chloride

Product 1

HCID 11033857HCID 11033857, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Meldrum's acid (7.20 g, 50 mmol) and triethyl amine (5.56 g, 55 mmol) were dissolved in dichloromethane (50 mL), and decanoic acid chloride (10.48 g, 55 mmol) was added to the resulting mixture dropwise while cooling with ice. The reaction mixture was stirred at room temperature for about 12 hours, and then concentrated under reduced pressure. The ethyl acetate layer thus obtained was washed with diluted hydrochloric acid and an aqueous saturated sodium chloride solution, dried over magnesium sulfate, and then concentrated under reduced pressure. The resulting residue was purified using silica gel chromatography (developing solvent: n-hexane/ethyl acetate=3/7) to obtain 5-decanoyl-2,2-dimethyl-1,3-dioxane-4,6-dione.

Workup

  1. temperaturewhile cooling with ice
  2. concentrationconcentrated under reduced pressure
  3. customThe ethyl acetate layer thus obtained
  4. washwas washed with diluted hydrochloric acid
  5. dry with materialan aqueous saturated sodium chloride solution, dried over magnesium sulfate
  6. concentrationconcentrated under reduced pressure
  7. customThe resulting residue was purified

Sources & evidence

ORD record
ord-92f5d75dc45e484b91c7f8314575ac2c
Source dataset
uspto-grants-2013_05
Patent number
US08436210B2

Reaction notes

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