HCID 67148487, compound → HCID 86622971, compound

HRID 1715443Notes

Reaction equation

HRID 1715443 reaction equation
[C:1]([O:5][C:6](=[O:22])[N:7]([CH2:11][CH2:12][C:13]1[CH:18]=[CH:17][C:16]([Cl:19])=[C:15]([CH2:20][OH:21])[CH:14]=1)[CH:8]1[CH2:10][CH2:9]1)([CH3:4])([CH3:3])[CH3:2]>CC#N.O=[Mn]=O>[C:1]([O:5][C:6](=[O:22])[N:7]([CH2:11][CH2:12][C:13]1[CH:18]=[CH:17][C:16]([Cl:19])=[C:15]([CH:20]=[O:21])[CH:14]=1)[CH:8]1[CH2:9][CH2:10]1)([CH3:4])([CH3:2])[CH3:3]

Participants

4

Reactant 1

HCID 67148487HCID 67148487, compound

Product 1

HCID 86622971HCID 86622971, compoundYield 99.9%

Reagents, catalysts & solvents 2

HCID 14801Manganese dioxideCatalystHCID 6342AcetonitrileSolvent

Procedure

MnO2 (1.97 g, 20.4 mmol) was added to a sol. of [2-(4-chloro-3-hydroxymethyl-phenyl)-ethyl]-cyclopropyl-carbamic acid tert-butyl ester (1.33 g, 4.08 mmol) in CH3CN (41 mL). The mixture was stirred overnight at rt. The mixture was filtered over Celite, and was washed with CH3CN and CH2Cl2. Evaporation of the filtrate under reduced pressure yielded the crude title compound (1.32 g, quantitative yield) that was used further without purification. LC-MS: tR=1.05 min.

Workup

  1. filtrationThe mixture was filtered over Celite
  2. washwas washed with CH3CN and CH2Cl2
  3. customEvaporation of the filtrate under reduced pressure

Sources & evidence

ORD record
ord-e40357c30e9443d18462c67774e89384
Source dataset
uspto-grants-2010_09
Patent number
US07799805B2

Reaction notes

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