Dichloromethane → HCID 66834368, compound

HRID 61925Notes

Reaction equation

HRID 61925 reaction equation
C(Cl)Cl.[O:4]1[C:8]2[CH:9]=[CH:10][CH:11]=[CH:12][C:7]=2[CH:6]=[C:5]1[C:13]1([C:16]2[CH:24]=[C:23]([O:25][CH3:26])[CH:22]=[CH:21][C:17]=2[C:18](O)=[O:19])[CH2:15][CH2:14]1.FC(F)(F)C(OC(=O)C(F)(F)F)=O>O>[CH3:26][O:25][C:23]1[CH:22]=[CH:21][C:17]2[C:18](=[O:19])[C:6]3[C:7]4[CH:12]=[CH:11][CH:10]=[CH:9][C:8]=4[O:4][C:5]=3[C:13]3([C:16]=2[CH:24]=1)[CH2:15][CH2:14]3

Participants

5

Reactant 3

HCID 6344DichloromethaneHCID 9845Trifluoroacetic anhydrideHCID 66834988HCID 66834988, compound

Product 1

HCID 66834368HCID 66834368, compoundYield 70%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
-50 °C

Procedure

To the DCM solution (10 ml) of 2-(1-benzofuran-2-yl-cyclopropyl)-4-methoxy-benzoic acid (1.0 g, 3.24 mmol), trifluoroacetic acid anhydride (0.45 ml, 3.24 mmol) was added at −78° C., and the mixture was stirred at −78° C. for 10 min, at −50° C. for 10 min, and at −30° C. for 20 min. Thereafter, the mixture was added with water and extracted with DCM. The residues obtained after concentration under reduced pressure were washed with DCM and hexane to obtain the title compound (0.163 g, 70%).

Workup

  1. waitat −30° C. for 20 min
  2. extractionextracted with DCM
  3. customThe residues obtained
  4. concentrationafter concentration under reduced pressure
  5. washwere washed with DCM and hexane

Sources & evidence

ORD record
ord-ffdf4a97060543928d536809b637aae4
Source dataset
uspto-grants-2016_09
Patent number
US09440922B2

Reaction notes

Loading…