HCID 68579385, compound → HCID 87503811, compound

HRID 644566Notes

Reaction equation

HRID 644566 reaction equation
[Si:1]([O:8][CH2:9][C:10]1[CH:11]=[C:12]([CH2:25][CH2:26][C:27]2[CH:28]=[C:29](/[C:33](/[CH2:37][CH3:38])=[CH:34]/[CH2:35][OH:36])[CH:30]=[CH:31][CH:32]=2)[CH:13]=[CH:14][C:15]=1[CH2:16][O:17][Si:18]([C:21]([CH3:24])([CH3:23])[CH3:22])([CH3:20])[CH3:19])([C:4]([CH3:7])([CH3:6])[CH3:5])([CH3:3])[CH3:2]>ClCCl.[O-2].[O-2].[Mn+4]>[Si:1]([O:8][CH2:9][C:10]1[CH:11]=[C:12]([CH2:25][CH2:26][C:27]2[CH:28]=[C:29](/[C:33](/[CH2:37][CH3:38])=[CH:34]/[CH:35]=[O:36])[CH:30]=[CH:31][CH:32]=2)[CH:13]=[CH:14][C:15]=1[CH2:16][O:17][Si:18]([C:21]([CH3:23])([CH3:24])[CH3:22])([CH3:20])[CH3:19])([C:4]([CH3:7])([CH3:6])[CH3:5])([CH3:3])[CH3:2]

Participants

4

Reactant 1

HCID 68579385HCID 68579385, compound

Product 1

HCID 87503811HCID 87503811, compound

Reagents, catalysts & solvents 2

HCID 178418406HCID 178418406, compoundCatalystHCID 6344DichloromethaneSolvent

Procedure

2.8 g (5 mmol) of (E)-3-(3-{2-[3,4-bis(tert-butyldimethylsilanyloxymethyl)phenyl]ethyl}phenyl)pent-2-en-1-ol are dissolved in 50 ml of dichloromethane. 4.3 g (50 mmol) of manganese dioxide are added, and the reaction medium is stirred for 12 hours, then filtered and concentrated under reduced pressure. The desired product is obtained in the form of yellow oil (m=2.8 g; Y=100%).

Workup

  1. filtrationfiltered
  2. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-bab664bc94274fa1a3ea9336fbc8f166
Source dataset
uspto-grants-2010_04
Patent number
US07700657B2

Reaction notes

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