Boron tribromide → 4-Chloro-2-[[4-(ethylsulfonyl)phenyl]thio]-phenol

HRID 1675592Notes

Reaction equation

HRID 1675592 reaction equation
B(Br)(Br)Br.[Cl:5][C:6]1[CH:11]=[CH:10][C:9]([O:12]C)=[C:8]([S:14][C:15]2[CH:20]=[CH:19][C:18]([S:21]([CH2:24][CH3:25])(=[O:23])=[O:22])=[CH:17][CH:16]=2)[CH:7]=1>C(Cl)Cl>[Cl:5][C:6]1[CH:11]=[CH:10][C:9]([OH:12])=[C:8]([S:14][C:15]2[CH:16]=[CH:17][C:18]([S:21]([CH2:24][CH3:25])(=[O:22])=[O:23])=[CH:19][CH:20]=2)[CH:7]=1

Participants

4

Reactant 2

HCID 25134Boron tribromide2×HCID 669957324-Chloro-2-[[4-(ethylsulfonyl)phenyl]thio]-1-methoxy-benzene

Product 1

HCID 669960804-Chloro-2-[[4-(ethylsulfonyl)phenyl]thio]-phenol

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of boron tribromide (1M in DCM, 2.3 ml) was slowly added to a stirred solution of the product from step (ii) (0.4 g) in DCM (20 ml) at 0° C. After 0.5 h a further 4 ml of boron tribromide solution was added and the mixture stirred for 1 h. The reaction was quenched with crushed ice and partitioned between water and DCM. The organics separated, dried, and evaporated under reduced pressure, yield 0.3 g.

Workup

  1. customThe reaction was quenched with crushed ice
  2. custompartitioned between water and DCM
  3. customThe organics separated, dried
  4. customevaporated under reduced pressure, yield 0.3 g

Sources & evidence

ORD record
ord-02ead3ab93264bc78621f5b1cde8eccb
Source dataset
uspto-grants-2011_08
Patent number
US08003703B2

Reaction notes

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