Methanol → 1-Methyl-10-oxa-tricyclo[5.2.1.0*2,6*]decane-3,5-dione

HRID 41666Notes

Reaction equation

HRID 41666 reaction equation
[CH:1]12[O:10][CH:7]([CH:8]=[CH:9]1)[CH:6]1[CH:2]2[C:3](=[O:12])[CH2:4][C:5]1=[O:11].[CH3:13]O>[Pd]>[CH3:13][C:7]12[O:10][CH:1]([CH2:9][CH2:8]1)[CH:2]1[CH:6]2[C:5](=[O:11])[CH2:4][C:3]1=[O:12]

Participants

4

Reactant 2

HCID 887Methanol2×HCID 2067932010-Oxa-tricyclo[5.2.1.0*2,6*]dec-8-ene-3,5-dione

Product 1

HCID 685648701-Methyl-10-oxa-tricyclo[5.2.1.0*2,6*]decane-3,5-dione

Reagents, catalysts & solvents 1

HCID 23938PalladiumCatalyst

Procedure

The 10-oxa-tricyclo[5.2.1.0*2,6*]dec-8-ene-3,5-dione (10.5 g) is dissolved in methanol (700 ml). The methanol solution is passed at a rate of 1.5 ml/min through a Thalis H-cube apparatus (from Thalis nanotec) set-up at 40° C. and 40 bar and fitted with a 10% Pd/C cartridge. The so obtained solution is evaporated to give 1-methyl-10-oxa-tricyclo[5.2.1.0*2,6*]decane-3,5-dione (9.2 g).

Workup

  1. customis passed at a rate of 1.5 ml/min through a Thalis H-cube apparatus (from Thalis nanotec) set-up at 40° C.
  2. customThe so obtained solution
  3. customis evaporated

Sources & evidence

ORD record
ord-9f475225a18f4975a257782f2f296a88
Source dataset
uspto-grants-2013_09
Patent number
US08530667B2

Reaction notes

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