HCID 68870231, compound → HCID 68868897, compound

HRID 1988221Notes

Reaction equation

HRID 1988221 reaction equation
[CH2:1]([O:6][C:7](=[O:24])[C:8]1[C:13]([O:14][CH2:15][CH2:16][CH2:17][CH:18]=[CH2:19])=[CH:12][C:11]([O:20][CH3:21])=[CH:10][C:9]=1[O:22][CH3:23])[CH2:2][CH2:3]C=C>ClCCl>[CH3:23][O:22][C:9]1[C:8]2[C:7](=[O:24])[O:6][CH2:1][CH2:2][CH2:3][CH:19]=[CH:18][CH2:17][CH2:16][CH2:15][O:14][C:13]=2[CH:12]=[C:11]([O:20][CH3:21])[CH:10]=1

Participants

3

Reactant 1

HCID 68870231HCID 68870231, compound

Product 1

HCID 68868897HCID 68868897, compoundYield 96.6%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

To a solution of bis(tricyclohexylphosphine)benzylidine ruthenium IV dichloride (39 mg, 0.045 mmol) in dichloromethane (100 ml) at reflux was transferred a solution of 2,4-dimethoxy-6-pent-4-enyloxy-benzoic acid pent-4-enyl ester (255 mg, 0.76 mmol) in dichloromethane (70 ml). After 5 hours at reflux, the solvent was removed and chromatography gave the 1,3-dimethoxy-6,7,8,11,12,13-hexahydro-5,14-dioxa-benzocyclotridecen-15-one (225 mg).

Workup

  1. temperatureAfter 5 hours at reflux
  2. customthe solvent was removed

Sources & evidence

ORD record
ord-714941798e554c21886c0e8f55f3d7cb
Source dataset
uspto-grants-2009_06
Patent number
US07553979B2

Reaction notes

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