Potassium Carbonate → 1-Naphthol

HRID 908288Notes

Reaction equation

HRID 908288 reaction equation
N[C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[CH:8]=[C:7](O)[CH:6]=[CH:5]2.C([O-])([O-])=[O:14].[K+].[K+].S1C=CC(C(Cl)=O)=C1>C(Cl)Cl>[C:3]1([OH:14])[C:4]2[C:9](=[CH:8][CH:7]=[CH:6][CH:5]=2)[CH:10]=[CH:11][CH:2]=1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 4286056-Amino-2-naphthalenolHCID 27763773-Thenoyl chloride

Product 1

HCID 70051-Naphthol

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

The hydrochloride salt of 6-aminonaphthalen-2-ol (3.93 g, 20.1 mmol) and K2CO3 (9.45 g, 68.5 mmol) were suspended in CH2Cl2 (38 ml) and 3-thiophenecarbonyl chloride (4.3 g, 29.3 mmol) was added. The reaction was stirred at room temperature for 17.5 hours and then quenched with water (50 ml) and filtered. The solid was washed with CH2Cl2 and then the solvent was removed in vacuo to provide the intermediate napthyl alcohol.

Workup

  1. customquenched with water (50 ml)
  2. filtrationfiltered
  3. washThe solid was washed with CH2Cl2
  4. customthe solvent was removed in vacuo

Sources & evidence

ORD record
ord-ad1ddfee2ce048ac981c2d2914266ad5
Source dataset
uspto-grants-2011_09
Patent number
US08017601B2

Reaction notes

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