HCID 63895443, compound → HCID 24820456, compound

HRID 2378305Notes

Reaction equation

HRID 2378305 reaction equation
[O:1]1[C:5]2[CH:6]=[CH:7][C:8]([CH:10]([C:12]3[CH:17]=[CH:16][CH:15]=[C:14]([O:18][CH3:19])[CH:13]=3)[OH:11])=[CH:9][C:4]=2[O:3][CH2:2]1>C(Cl)Cl.O=[Mn]=O>[O:1]1[C:5]2[CH:6]=[CH:7][C:8]([C:10]([C:12]3[CH:17]=[CH:16][CH:15]=[C:14]([O:18][CH3:19])[CH:13]=3)=[O:11])=[CH:9][C:4]=2[O:3][CH2:2]1

Participants

4

Reactant 1

HCID 63895443HCID 63895443, compound

Product 1

HCID 24820456HCID 24820456, compound

Reagents, catalysts & solvents 2

HCID 14801Manganese dioxideCatalyst2×HCID 6344DichloromethaneSolvent

Procedure

To a stirred solution of benzo[1,3]dioxol-5-yl-(3-methoxy-phenyl) -methanol (2.23 g crude, 7.6 mmol) in CH2Cl2 (20 mL) at room temperature was added activated MnO2 powder (3.5 g, 40 mmol) and kept adding 23 equivalents of MnO2 every 35 h until HPLC showed disappearance of the starting material. The black suspension was filtered through a Celite pad, concentrated in vacuo to give benzo[1,3]dioxol-5-yl-(3-methoxy-phenyl)-methanone as an oil (1.78 g, 89% crude yield). The product was used in the next step without further purification.

Workup

  1. filtrationThe black suspension was filtered through a Celite pad
  2. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-f77688041a384b7ea352b894a1588006
Source dataset
uspto-grants-2008_12
Patent number
US07470723B2

Reaction notes

Loading…