HCID 131724410, compound → HCID 68453024, compound

HRID 2356068Notes

Reaction equation

HRID 2356068 reaction equation
[Si:1]([O:8][C:9]1[CH:10]=[CH:11][C:12](/[CH:19]=[CH:20]/[C:21]([O:23][C:24]([CH3:27])([CH3:26])[CH3:25])=[O:22])=[C:13]2[C:18]=1[N:17]=[CH:16][CH:15]=[CH:14]2)([C:4]([CH3:7])([CH3:6])[CH3:5])([CH3:3])[CH3:2]>C1(C)C=CC=CC=1>[Si:1]([O:8][C:9]1[CH:10]=[CH:11][C:12]([CH2:19][CH2:20][C:21]([O:23][C:24]([CH3:27])([CH3:26])[CH3:25])=[O:22])=[C:13]2[C:18]=1[N:17]=[CH:16][CH:15]=[CH:14]2)([C:4]([CH3:7])([CH3:6])[CH3:5])([CH3:3])[CH3:2]

Participants

3

Reactant 1

HCID 131724410HCID 131724410, compound

Product 1

HCID 68453024HCID 68453024, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Conditions

Temperature
60 °C

Procedure

A mixture of Example 201C (4.03 g, 10.5 mmol) and Rh(PPh3)3Cl (972 mg, 1.05 mmol) in toluene (40 mL) was degassed and flushed with hydrogen three times. The solution was heated to 60° C. under a hydrogen atmosphere for 16 hours and concentrated. The concentrate was purified by flash column chromatography on silica gel with 5-10% ethyl acetate/hexanes to provide the desired product.

Workup

  1. customflushed with hydrogen three times
  2. concentrationconcentrated
  3. customThe concentrate was purified by flash column chromatography on silica gel with 5-10% ethyl acetate/hexanes

Sources & evidence

ORD record
ord-86c6594b00af42ae9f129a01d8458d48
Source dataset
uspto-grants-2010_07
Patent number
US07754886B2

Reaction notes

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