Formaldehyde → HCID 13041086, compound

HRID 1156144Notes

Reaction equation

HRID 1156144 reaction equation
[CH:1]([CH:4]1[O:9][CH:8]([O:10][CH2:11][CH3:12])[CH:7]=[CH:6][C:5]1=[O:13])([CH3:3])[CH3:2].[CH2:14]=O.[NH:16]1[CH2:21][CH2:20][O:19][CH2:18][CH2:17]1>CO>[CH:1]([CH:4]1[O:9][CH:8]([O:10][CH2:11][CH3:12])[CH:7]=[C:6]([CH2:14][N:16]2[CH2:21][CH2:20][O:19][CH2:18][CH2:17]2)[C:5]1=[O:13])([CH3:3])[CH3:2]

Participants

5

Reactant 3

HCID 712FormaldehydeHCID 8083MorpholineHCID 130410856-Ethoxy-2-(propan-2-yl)-2H-pyran-3(6H)-one

Product 1

HCID 13041086HCID 13041086, compoundYield 80.6%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To 100 ml of methanol are added 19.8 g of 6-isopropyl-2-ethoxy-5-oxo-5,6-dihydro-2H-pyran, 7 g of 37% formalin and 9 g of morpholine. Then the mixture is stirred at room temperature for 4 hours. The reaction mixture is concentrated at reduced pressure and the residue is isolated and purified by silica gel column chromatography giving 23.6 g of light yellow oily 6-isopropyl-2-ethoxy-4-morpholinomethyl-5-oxo-5,6-dihydro-2H-pyran (compound No. 2 in Table 1). IR (neat)

Workup

  1. concentrationThe reaction mixture is concentrated at reduced pressure
  2. customthe residue is isolated
  3. custompurified by silica gel column chromatography

Sources & evidence

ORD record
ord-cde36cd991284e40a53d4e2f058e8cf1
Source dataset
uspto-grants-1982_06
Patent number
US04334066

Reaction notes

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