Diethyl Ether → HCID 11562468, compound

HRID 2297424Notes

Reaction equation

HRID 2297424 reaction equation
[Br:1][CH:2]1[C:10]2[C:5](=[CH:6][C:7]([O:11][CH3:12])=[CH:8][CH:9]=2)[C:4](=[O:13])[O:3]1.[C:14]1([P:20]([C:27]2[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=2)[C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1.C(OCC)C>C(#N)C>[Br-:1].[CH3:12][O:11][C:7]1[CH:6]=[C:5]2[C:10](=[CH:9][CH:8]=1)[CH:2]([P+:20]([C:21]1[CH:22]=[CH:23][CH:24]=[CH:25][CH:26]=1)([C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1)[C:14]1[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=1)[O:3][C:4]2=[O:13]

Participants

5

Reactant 3

HCID 3283Diethyl EtherHCID 11776TriphenylphosphineHCID 122985403-bromo-6-methoxyisobenzofuran-1(3H)-one

Product 1

HCID 11562468HCID 11562468, compoundYield 91.5%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

3-Bromo-6-methoxy-3H-isobenzofuran-1-one (41 g, 0.169 mole), prepared as described in example 35, suspended in dry acetonitrile (205 ml) under N2 was added with triphenylphosphine (42 g, 0.16 mole). The mixture was refluxed and after about 3 hours cooled and concentrated to give a solid, which was treated with ethyl ether, filtered and brought to dryness under vacuum. There were thus obtained 74 g of the title compound (yield: 84%).

Workup

  1. temperatureThe mixture was refluxed and after about 3 hours
  2. temperaturecooled
  3. concentrationconcentrated
  4. customto give a solid, which
  5. filtrationfiltered

Sources & evidence

ORD record
ord-6c5917e31b784737b75ea5ccf845b25e
Source dataset
uspto-grants-2002_12
Patent number
US06492360B1

Reaction notes

Loading…