Aluminum(III) Chloride → HCID 136602106, compound

HRID 1773949Notes

Reaction equation

HRID 1773949 reaction equation
[Cl-].[Al+3].[Cl-].[Cl-].[F:5][C:6]1[C:7]([O:31]C)=[C:8]([CH:27]=[C:28]([F:30])[CH:29]=1)[CH2:9][N:10]([CH2:21][CH:22](OC)OC)S(C1C=CC(C)=CC=1)(=O)=O>C(Cl)Cl>[F:30][C:28]1[CH:29]=[C:6]([F:5])[C:7]([OH:31])=[C:8]2[C:27]=1[CH:22]=[CH:21][N:10]=[CH:9]2

Participants

4

Reactant 2

HCID 6451240Aluminum(III) ChlorideHCID 89648903HCID 89648903, compound

Product 1

HCID 136602106HCID 136602106, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

To a suspension of aluminiumchlorid (3.85 g, 28.9 mmol, 5 eq.) in DCM (40 mL), N-(3,5-difluoro-2-methoxy-benzyl)-N-(2,2-dimethoxy-ethyl)-4-methyl-benzenesulfonamide (2.40 g, 5.78 mmol, 1 eq.) in DCM (15 mL) was added dropwise at r.t. The reaction mixture was stirred at r.t. for 18 hours. The reaction mixture was poured on ice (300 g). The mixture was extracted with DCM (3×200 mL). The comb. org. phases were washed with sat. aq. NaHCO3 soln. (150 mL) and sat. aq. NaCl soln. (1×100 mL). The resulting suspension was filtered and the solid was rinsed with DCM (20 mL). The solid was dried at h.v. to give the title compound as a yellow solid. The product was used without further purification.

Workup

  1. additionwas added dropwise at r.t
  2. additionThe reaction mixture was poured on ice (300 g)
  3. extractionThe mixture was extracted with DCM (3×200 mL)
  4. washphases were washed with sat. aq. NaHCO3 soln
  5. filtrationThe resulting suspension was filtered
  6. washthe solid was rinsed with DCM (20 mL)
  7. customThe solid was dried at h.v

Sources & evidence

ORD record
ord-1cd0e229d39448cca7209bd992d29579
Source dataset
uspto-grants-2016_02
Patent number
US09255090B2

Reaction notes

Loading…