Dimethyl Carbonate → HCID 534353, compound

HRID 1045273Notes

Reaction equation

HRID 1045273 reaction equation
[C@@H:1]1([OH:8])[CH2:6][CH2:5][CH2:4][CH2:3][C@H:2]1[OH:7].[C:9](=O)(OC)[O:10]C.C[O-].[Na+]>>[O:7]1[CH:2]2[CH2:3][CH2:4][CH2:5][CH2:6][CH:1]2[O:8][C:9]1=[O:10]

Participants

4

Reactant 3

HCID 12021Dimethyl CarbonateHCID 92886trans-1,2-CyclohexanediolHCID 10942334Sodium Methoxide

Product 1

HCID 534353HCID 534353, compoundYield 93%

Procedure

Into 10 g (86 mmol) of trans-1,2-cyclohexanediol (CAS No. 1460-57-7) and 87.7 g (86 mmol) of dimethyl carbonate was added 0.5 g (9 mmol) of sodium methoxide. The resulting mixture was refluxed for 1 hour. After methanol was removed from the mixture, rectification was carried out. A purified hexahydro-1,3-benzodioxol-2-one (trans isomer) was recovered with a yield of 93%.

Workup

  1. temperatureThe resulting mixture was refluxed for 1 hour
  2. customAfter methanol was removed from the mixture, rectification
  3. customA purified hexahydro-1,3-benzodioxol-2-one (trans isomer) was recovered with a yield of 93%

Sources & evidence

ORD record
ord-942336ffd18940dd8f465c1106ba507f
Source dataset
uspto-grants-2013_10
Patent number
US08568932B2

Reaction notes

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