Water → HCID 54161930, compound

HRID 895951Notes

Reaction equation

HRID 895951 reaction equation
[OH:1][C:2]1[CH:3]=[C:4]([CH:7]=[CH:8][C:9]=1[OH:10])[CH:5]=O.[C:11]([CH2:13][C:14]([O:16][C:17]([CH3:20])([CH3:19])[CH3:18])=[O:15])#[N:12].N1CCCCC1.O>C(O)C>[C:11]([C:13](=[CH:5][C:4]1[CH:7]=[CH:8][C:9]([OH:10])=[C:2]([OH:1])[CH:3]=1)[C:14]([O:16][C:17]([CH3:20])([CH3:19])[CH3:18])=[O:15])#[N:12]

Participants

6

Reactant 4

HCID 962WaterHCID 8082PiperidineHCID 87683,4-DihydroxybenzaldehydeHCID 70693tert-Butyl cyanoacetate

Product 1

HCID 54161930HCID 54161930, compoundYield 66%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

2 g (15 mmol) 3,4-Dihydroxybenzaldehyde, 3 g (21 mmol) of tert-butyl cyanoacetate and 0.5 ml of piperidine in 50 ml ethanol were heated to reflux for 1 hour, poured into water, filtered, washed and dried to yield 2.5 g (yield 66%) of tert-butyl α-cyano-3,4-dihydroxycinnamate as a yellow solid.

Workup

  1. temperatureto reflux for 1 hour
  2. filtrationfiltered
  3. washwashed
  4. customdried

Sources & evidence

ORD record
ord-6f03a94106a8437f8cbc74a40afb7076
Source dataset
uspto-grants-2005_07
Patent number
USRE038761E1

Reaction notes

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