Formaldehyde → HCID 11277181, compound

HRID 1472971Notes

Reaction equation

HRID 1472971 reaction equation
[CH3:1][O:2][C:3](=[O:19])[CH2:4][C:5]1[CH:10]=[CH:9][C:8]([O:11][CH2:12][C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)=[CH:7][CH:6]=1.[C:20](=O)([O-])[O-].[K+].[K+].C=O>[I-].C([N+](CCCC)(CCCC)CCCC)CCC.C1(C)C=CC=CC=1>[CH3:1][O:2][C:3](=[O:19])[C:4]([C:5]1[CH:10]=[CH:9][C:8]([O:11][CH2:12][C:13]2[CH:14]=[CH:15][CH:16]=[CH:17][CH:18]=2)=[CH:7][CH:6]=1)=[CH2:20]

Participants

6

Reactant 3

HCID 712FormaldehydeHCID 11430Potassium CarbonateHCID 2756645Methyl 2-(4-benzyloxyphenyl)acetate

Product 1

HCID 11277181HCID 11277181, compound

Reagents, catalysts & solvents 2

HCID 67553Tetrabutylammonium IodideCatalystHCID 1140TolueneSolvent

Conditions

Temperature
27.5 °C

Procedure

(4-benzyloxy-phenyl)-acetic acid methyl ester (10 g; 0.04 mol)) was charged to toluene (100 ml). Further potassium carbonate (13.47 g; 0.09 mol), paraformaldehyde (2.9 g, 0.097 mol) and tetrabutyl ammonium iodide (0.72 g) were charged and the reaction mixture thus obtained was refluxed for 5.5-6 hours. The reaction mass was cooled to 25-30° C. and filtered. The filtrate contains 2-(4-benzyloxy-phenyl)-acrylic acid methyl ester.

Workup

  1. customthe reaction mixture thus obtained
  2. temperaturewas refluxed for 5.5-6 hours
  3. filtrationfiltered

Sources & evidence

ORD record
ord-25e77af75a5442d68a66041eae7cb0a8
Source dataset
uspto-grants-2015_04
Patent number
US09012689B2

Reaction notes

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