Boron trifluoride etherate → HCID 13290009, compound

HRID 1903441Notes

Reaction equation

HRID 1903441 reaction equation
[Cl:1][C:2]1[C:3]([O:15][CH3:16])=[CH:4][C:5]2[CH:9](O)[CH:8]([CH2:11][CH3:12])[S:7][C:6]=2[C:13]=1[Cl:14].B(F)(F)F.CCOCC.[OH-].[Na+]>C(O)(=O)C>[Cl:1][C:2]1[C:3]([O:15][CH3:16])=[CH:4][C:5]2[CH:9]=[C:8]([CH2:11][CH3:12])[S:7][C:6]=2[C:13]=1[Cl:14]

Participants

5

Reactant 3

HCID 8000Boron trifluoride etherateHCID 14798Sodium HydroxideHCID 13952869HCID 13952869, compound

Product 1

HCID 13290009HCID 13290009, compoundYield 95%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

A mixture of 2.7 g of 6,7-dichloro-2-ethyl-2,3-dihydro-3-hydroxy-5-methoxy-benzo[b]thiophene in 10 ml of glacial acetic acid containing 3 ml of boron trifluoride etherate is warmed on a steam bath until a clear solution is formed. The mixture is allowed to stand at room temperature for 1 hour and poured into a chilled solution of dilute sodium hydroxide. Extraction with ether, followed by drying over anhydrous magnesium hydroxide and concentrating in vacuo, gives 2.4 g 6,7-dichloro-2-ethyl-5-methoxybenzo[b]thiophene as yellow needles, mp 73°-74.5°.

Workup

  1. temperatureis warmed on a steam bath until a clear solution
  2. customis formed
  3. extractionExtraction with ether
  4. dry with materialby drying over anhydrous magnesium hydroxide
  5. concentrationconcentrating in vacuo

Sources & evidence

ORD record
ord-686b8d0216a147748b6c38b04dc49c7b
Source dataset
uspto-grants-1984_03
Patent number
US04436748

Reaction notes

Loading…