Hydrochloric Acid → HCID 69006550, compound

HRID 1432046Notes

Reaction equation

HRID 1432046 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([S:8][C:9]2[CH:10]=[C:11]([C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=3)[CH:12]=[CH:13][C:14]=2[OH:15])[CH:5]=[CH:6][CH:7]=1.C(=O)([O-])[O-].[K+].[K+].C1(=O)O[CH2:31][CH2:30][O:29]1.Cl>CN(C=O)C>[F:1][C:2]1[CH:3]=[C:4]([S:8][C:9]2[CH:10]=[C:11]([C:16]3[CH:17]=[CH:18][CH:19]=[CH:20][CH:21]=3)[CH:12]=[CH:13][C:14]=2[O:15][CH2:31][CH2:30][OH:29])[CH:5]=[CH:6][CH:7]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 7303Ethylene carbonateHCID 11430Potassium CarbonateHCID 56945697HCID 56945697, compound

Product 1

HCID 69006550HCID 69006550, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
100 °C

Procedure

3-(3-Fluoro-phenylsulfanyl)-biphenyl-4-ol (2.65 g, 8.94 mmol) and potassium carbonate (2.113 g, 15.3 mmol) was dissolved in DMF (30 mL). Ethylene carbonate (1.601 g, 18.2 mmol) was added and the reaction was heated at 100° C. for 150 minutes. The solution was allowed to cool before the solution was carefully poured into 2M HCl (50 mL). The product was extracted with diethyl ether (50 mL). The separated organic phase was washed with water (4×50 mL), 4% aq. MgSO4, brine and then the separated organic phase was dried (MgSO4). The title product was isolated after concentration in vacuo. Yield: 2.96 g, 97%

Workup

  1. temperatureto cool before the solution
  2. extractionThe product was extracted with diethyl ether (50 mL)
  3. washThe separated organic phase was washed with water (4×50 mL), 4% aq. MgSO4, brine
  4. dry with materialthe separated organic phase was dried (MgSO4)

Sources & evidence

ORD record
ord-9023844126be4f32a6e7da31eaf83863
Source dataset
uspto-grants-2009_11
Patent number
US07612068B2

Reaction notes

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