Sodium Hydroxide → HCID 118558005, compound

HRID 2207185Notes

Reaction equation

HRID 2207185 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][C:12]=1[O:13][CH3:14])[C:9](=[O:15])[CH2:8][CH2:7][CH2:6]2.[Cl:16][C:17]1[CH:18]=[N:19][CH:20]=[CH:21][C:22]=1[CH:23]=O.[OH-].[Na+]>C(O)C>[Cl:16][C:17]1[CH:18]=[N:19][CH:20]=[CH:21][C:22]=1/[CH:23]=[C:8]1/[C:9](=[O:15])[C:10]2[C:5]([CH2:6][CH2:7]/1)=[CH:4][C:3]([O:2][CH3:1])=[C:12]([O:13][CH3:14])[CH:11]=2

Participants

5

Reactant 3

HCID 14798Sodium HydroxideHCID 2668163,4-Dihydro-6,7-dimethoxy-1(2H)-naphthalenoneHCID 27629953-Chloro-4-pyridinecarboxaldehyde

Product 1

HCID 118558005HCID 118558005, compoundYield 44%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

At room temperature, a mixture of 6,7-dimethoxy-1-tetralone (1.44 g, 7 mmol) and 3-chloro-4-pyridinecarboxaldehyde (1.0 g, 7 mmol) was added in one portion to a solution of sodium hydroxide (280 mg, 1 equiv) in ethanol (7 mL). After being stirred at room temperature for 4 h, the solid obtained was filtered and rinsed with ethanol then diethyl ether to give the title compound 85 (Yield 932 mg, 44%).

Workup

  1. customthe solid obtained
  2. filtrationwas filtered
  3. washrinsed with ethanol

Sources & evidence

ORD record
ord-ed1a39a343204e0e90f6c2c92d47788d
Source dataset
uspto-grants-2016_06
Patent number
US09376387B2

Reaction notes

Loading…