Water → 647833-71-4

HRID 1445324Notes

Reaction equation

HRID 1445324 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]([C:11]2[S:12][CH:13]=[CH:14][C:15]=2[O:16]C)=[O:10])=[CH:5][CH:4]=1.O>ClCCl>[OH:16][C:15]1[CH:14]=[CH:13][S:12][C:11]=1[C:9]([C:6]1[CH:7]=[CH:8][C:3]([O:2][CH3:1])=[CH:4][CH:5]=1)=[O:10]

Participants

4

Reactant 2

HCID 962WaterHCID 21961240(4-Methoxyphenyl)(3-methoxythiophen-2-yl)methanone

Product 1

HCID 135744175647833-71-4

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

993 mg of (4-methoxy-phenyl)-(3-methoxy-thiophen-2-yl)-methanone were dissolved in 20 ml of dry dichloromethane, and 7 ml of boron tribromide/dimethyl sulfide complex were added. The mixture was stirred at room temp. until the reaction was complete (TLC check). It was then poured into water and extracted several times with dichloromethane. The organic phase was dried and concentrated, and the residue was purified by column chromatography (SiO2, ethyl acetate/n-heptane=1:4). The product with the molecular weight of 234.3 (C12H10O3S), MS (Cl): 235 (M+H+) was obtained.

Workup

  1. addition7 ml of boron tribromide/dimethyl sulfide complex were added
  2. extractionextracted several times with dichloromethane
  3. customThe organic phase was dried
  4. concentrationconcentrated
  5. customthe residue was purified by column chromatography (SiO2, ethyl acetate/n-heptane=1:4)
  6. customThe product with the molecular weight of 234.3 (C12H10O3S), MS (Cl): 235 (M+H+) was obtained

Sources & evidence

ORD record
ord-7b3c4556084e44a38e2e03868d36fbd6
Source dataset
uspto-grants-2010_02
Patent number
US07666848B2

Reaction notes

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