Chlorosuccinimide → HCID 90390498, compound

HRID 59770Notes

Reaction equation

HRID 59770 reaction equation
[C:1]1([CH:7]2[CH2:16][CH2:15][C:14]3[C:9](=[CH:10][CH:11]=[C:12]([OH:17])[CH:13]=3)[O:8]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[Cl:18]N1C(=O)CCC1=O>C(#N)C.[Fe](Cl)(Cl)Cl>[Cl:18][C:13]1[C:12]([OH:17])=[CH:11][CH:10]=[C:9]2[C:14]=1[CH2:15][CH2:16][CH:7]([C:1]1[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1)[O:8]2

Participants

5

Reactant 2

HCID 31398ChlorosuccinimideHCID 212875382-Phenylchroman-6-ol

Product 1

HCID 90390498HCID 90390498, compoundYield 55.4%

Reagents, catalysts & solvents 2

HCID 24380Iron chloride (FeCl3)CatalystHCID 6342AcetonitrileSolvent

Procedure

To a suspension of 200 mg of 2-phenyl-chroman-6-ol (0.88 mmol) and 142 mg of iron(III) chloride (0.88 mmol) in 15 ml of acetonitrile at room temperature 118 mg of N-chlorosuccinimide (0.88 mmol) were added in one portion and stirring was continued for 16 h. The volatile components were removed under reduced pressure. The resulting residue was purified by reversed phase HPLC. 127 mg of the title compound were obtained as a pale yellow solid (55%).

Workup

  1. additionwere added in one portion
  2. customThe volatile components were removed under reduced pressure
  3. customThe resulting residue was purified by reversed phase HPLC

Sources & evidence

ORD record
ord-99bbe8c3c2cd4ec1a87ae83ba56c4b6f
Source dataset
uspto-grants-2016_09
Patent number
US09440941B2

Reaction notes

Loading…