2-Naphthalenethiol → HCID 21198703, compound

HRID 1066356Notes

Reaction equation

HRID 1066356 reaction equation
[CH:1]1[CH:10]=[C:9]2[C:4]([CH:5]=[C:6]([SH:11])[CH:7]=[CH:8]2)=[CH:3][CH:2]=1.F[C:13]1[CH:20]=[CH:19][CH:18]=[CH:17][C:14]=1[CH:15]=[O:16].C(=O)([O-])[O-].[K+].[K+]>C(O)(C)C.O>[CH:5]1[C:4]2[C:9](=[CH:10][CH:1]=[CH:2][CH:3]=2)[CH:8]=[CH:7][C:6]=1[S:11][C:13]1[CH:20]=[CH:19][CH:18]=[CH:17][C:14]=1[CH:15]=[O:16]

Participants

6

Reactant 3

HCID 70582-NaphthalenethiolHCID 11430Potassium CarbonateHCID 67970o-Fluorobenzaldehyde

Product 1

HCID 21198703HCID 21198703, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 3776IsopropanolSolvent

Procedure

A mixture of 2-thionaphthol (5.29 g; 33 mmol), 2-fluorobenzaldehyde (3.73 g; 33 mmol) and potassium carbonate (4.57 g; 33 mmol) in 28 mL of iso-propanol was heated to reflux for 12 h. The mixture was cooled to r.t., diluted with water and filtered. The solution was diluted with EtOAc and washed with water, brine and dry over MgSO4. The crude product (7.9 g) was used as is for the next step.

Workup

  1. temperaturewas heated
  2. temperatureto reflux for 12 h
  3. filtrationfiltered
  4. additionThe solution was diluted with EtOAc
  5. washwashed with water, brine
  6. dry with materialdry over MgSO4

Sources & evidence

ORD record
ord-17b4478fcb4749dc9352558d8b7ce656
Source dataset
uspto-grants-2001_06
Patent number
US06242493B1

Reaction notes

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