Hydrochloric Acid → HCID 19013890, compound

HRID 1033143Notes

Reaction equation

HRID 1033143 reaction equation
[OH:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[CH:8]=[C:7]([C:12]([OH:14])=[O:13])[CH:6]=[CH:5]2.[C:15](Cl)(=[O:24])[CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH3:23].CN(C1C=CC=CN=1)C.Cl>ClCCl.C(N(CC)CC)C>[C:15]([O:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[CH:8]=[C:7]([C:12]([OH:14])=[O:13])[CH:6]=[CH:5]2)(=[O:24])[CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH3:23]

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 218852-DimethylaminopyridineHCID 69819Nonanoyl chlorideHCID 855576-Hydroxy-2-naphthoic acid

Product 1

HCID 19013890HCID 19013890, compoundYield 86%

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 8471TriethylamineSolvent

Procedure

6-hydroxy-2-naphthoic acid (3.0 g) and triethylamine (2.4 g) were dissolved in 30 ml of dichloromethane. Nonanoyl chloride (4.0 g) and dimethylaminopyridine (0.2 g) were added to the solution, and the mixture was stirred at room temperature for about 20 hours. Dilute hydrochloric acid was added, and the organic layer was separated in a separating funnel. The solvent was removed by evaporation, and the residue was dried after washing with n-hexane to give 4.5 g of the desired product.

Workup

  1. customthe organic layer was separated in a separating funnel
  2. customThe solvent was removed by evaporation
  3. customthe residue was dried
  4. washafter washing with n-hexane

Sources & evidence

ORD record
ord-76ba9a0b7b1b490284aa92272bbb74a5
Source dataset
uspto-grants-1994_05
Patent number
US05310500

Reaction notes

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