Methanol → HCID 18960344, compound

HRID 1707920Notes

Reaction equation

HRID 1707920 reaction equation
[C:1]([O:5][C:6]([O:8][C:9]1[CH:10]=[C:11]([CH:14]=[CH:15][CH:16]=1)[CH:12]=[O:13])=[O:7])([CH3:4])([CH3:3])[CH3:2].[C:17]1(C)C=CC=CC=1.[CH3:24][OH:25]>C(OC)(OC)OC>[CH3:24][O:25][CH:12]([O:13][CH3:17])[C:11]1[CH:14]=[CH:15][CH:16]=[C:9]([O:8][C:6]([O:5][C:1]([CH3:4])([CH3:2])[CH3:3])=[O:7])[CH:10]=1

Participants

5

Reactant 3

HCID 887MethanolHCID 1140TolueneHCID 19261315HCID 19261315, compound

Product 1

HCID 18960344HCID 18960344, compound

Reagents, catalysts & solvents 1

HCID 9005Trimethyl orthoformateSolvent

Procedure

Two g (9 mmol) of 3-tert.-butoxycarbonyloxy-benzaldehyde were dissolved at room temperature in 10 ml of methanol and 1.2 ml of trimethyl orthoformate. To obtain complete solution, 1.5 ml of toluene were added. This was followed by the addition of 3.75 mg of RhCl3 [CH3C(CH2PPh2)3 ] as catalyst. The mixture was then stirred overnight at room temperature. The solvents were separated off by steam distillation, and the oily residue was taken up in a little toluene. The rhodium catalyst was filtered off over a G-4 frit. After the toluene had been stripped off under reduced pressure, the product was dried in an oil pump vacuum.

Workup

  1. additionwere added
  2. customThe solvents were separated off by steam distillation
  3. filtrationThe rhodium catalyst was filtered off over a G-4 frit
  4. customthe product was dried in an oil pump vacuum

Sources & evidence

ORD record
ord-0e61d78f612746aa87acf0f12bd1902c
Source dataset
uspto-grants-1994_10
Patent number
US05356752

Reaction notes

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