Malonic Acid → HCID 68858098, compound

HRID 2100736Notes

Reaction equation

HRID 2100736 reaction equation
[CH3:1][O:2][CH2:3][CH2:4][O:5][C:6]1[CH:7]=[C:8]([CH:11]=[CH:12][C:13]=1[O:14][CH2:15][CH2:16][O:17][CH3:18])[CH:9]=O.C(O)(=O)[CH2:20][C:21]([OH:23])=[O:22].N1CCCCC1>N1C=CC=CC=1>[CH3:1][O:2][CH2:3][CH2:4][O:5][C:6]1[CH:7]=[C:8]([CH:9]=[CH:20][C:21]([OH:23])=[O:22])[CH:11]=[CH:12][C:13]=1[O:14][CH2:15][CH2:16][O:17][CH3:18]

Participants

5

Reactant 3

HCID 867Malonic AcidHCID 8082PiperidineHCID 160633913,4-Bis(2-methoxyethoxy)benzaldehyde

Product 1

HCID 68858098HCID 68858098, compoundYield 93.3%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Conditions

Temperature
110 °C

Procedure

To a solution of 3,4-Bis-(2-methoxy-ethoxy)-benzaldehyde (19 g, 72.4 mmol) in pyridine (60 ml), malonic acid (11.3 g, 108.6 mmol) was added, followed by piperidine (2 ml), the resulting mixture was heated at 110° C. for 6 hs under N2. After removal of most of pyridine, the residue was poured into water (200 ml) and acidified to PH=3 by aq.HCl. The precipitate was collected and dried to give product (20 g, 93.3%). LC-MS: m/e 295 (M−1)

Workup

  1. customAfter removal of most of pyridine
  2. additionthe residue was poured into water (200 ml)
  3. customThe precipitate was collected
  4. customdried

Sources & evidence

ORD record
ord-3ce3f9688c5047e18d349aa55d38943f
Source dataset
uspto-grants-2009_08
Patent number
US07572809B2

Reaction notes

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