Boron tribromide → HCID 14014989, compound

HRID 1608061Notes

Reaction equation

HRID 1608061 reaction equation
[C:1]1([S:7]([NH:10][CH:11]2[CH2:20][C:19]3[C:18]([O:21]C)=[CH:17][CH:16]=[CH:15][C:14]=3[CH2:13][CH2:12]2)(=[O:9])=[O:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.B(Br)(Br)Br.C(O)(=O)[C@@H]([C@H](C(O)=O)O)O>C(Cl)Cl>[C:1]1([S:7]([NH:10][CH:11]2[CH2:20][C:19]3[C:18]([OH:21])=[CH:17][CH:16]=[CH:15][C:14]=3[CH2:13][CH2:12]2)(=[O:8])=[O:9])[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

5

Reactant 3

HCID 25134Boron tribromideHCID 444305L-Tartaric acidHCID 14014996HCID 14014996, compound

Product 1

HCID 14014989HCID 14014989, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

9.6 g (30 mmol) of 7-benzenesulphonylamino-1-methoxy-5,6,7,8-tetrahydronaphthalene are dissolved in 150 ml of analytical grade CH2Cl2, 40 ml of 1 molar (40 mmol) of boron tribromide solution are added dropwise at room temperature, the reaction mixture is subsequently stirred at room temperature for 1 hour and poured onto ice-water containing a little L-(+)-tartaric acid, the CH2Cl2 is separated off and the mixture is dried over MgSO4 and concentrated in vacuo, crystalline residue.

Workup

  1. additionare added dropwise at room temperature
  2. customthe CH2Cl2 is separated off
  3. dry with materialthe mixture is dried over MgSO4
  4. concentrationconcentrated in vacuo, crystalline residue

Sources & evidence

ORD record
ord-194db2dde3f24454b321dd7b009c6452
Source dataset
uspto-grants-1989_09
Patent number
US04868331

Reaction notes

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