Sulfur Dioxide → HCID 87253109, compound

HRID 1665436Notes

Reaction equation

HRID 1665436 reaction equation
[Br:1][C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[C:4](Br)[CH:3]=1.CCCCCC.C([Li])CCC.[S:21](=[O:23])=[O:22].CC[O:26]CC>>[Br:1][C:2]1[CH:3]=[C:4]([S:21]([OH:26])(=[O:23])=[O:22])[CH:5]=[C:6]([Cl:8])[CH:7]=1

Participants

5

Reactant 4

HCID 1119Sulfur DioxideHCID 3283Diethyl EtherHCID 846761,3-Dibromo-5-chlorobenzeneHCID 178418244HCID 178418244, compound

Product 1

HCID 87253109HCID 87253109, compound

Procedure

1,3-Dibromo-5-chlorobenzene (WAKO, 5.98 g) was dissolved in ether (200 mL), and added with 1.6M n-butyl lithium n-hexane solution (KANTO, 15.2 mL) and liquefied sulfur dioxide (9.7 mL) at −70° C. After being allowed to warm to room temperature, the mixture was stirred for 5 hours. The solvent was distilled off under reduced pressure to obtain the target compound as a crude product. LCMS Method B, retention time 0.83 minutes, (ES−) 254.9

Workup

  1. distillationThe solvent was distilled off under reduced pressure

Sources & evidence

ORD record
ord-9c97d6e83ab54dc3b3fc07d1eb767145
Source dataset
uspto-grants-2011_10
Patent number
US08039514B2

Reaction notes

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