Triphenylphosphine → HCID 18381616, compound

HRID 2268897Notes

Reaction equation

HRID 2268897 reaction equation
[Br:1][CH:2]1[C:10]2[C:5](=[CH:6][C:7]([O:11][CH:12]([F:14])[F:13])=[CH:8][CH:9]=2)[C:4](=[O:15])[O:3]1.[C:16]1([P:22]([C:29]2[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=2)[C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1>C(#N)C>[Br-:1].[F:13][CH:12]([F:14])[O:11][C:7]1[CH:6]=[C:5]2[C:10](=[CH:9][CH:8]=1)[CH:2]([P+:22]([C:23]1[CH:24]=[CH:25][CH:26]=[CH:27][CH:28]=1)([C:29]1[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=1)[C:16]1[CH:17]=[CH:18][CH:19]=[CH:20][CH:21]=1)[O:3][C:4]2=[O:15]

Participants

4

Reactant 2

HCID 11776TriphenylphosphineHCID 18381642HCID 18381642, compound

Product 1

HCID 18381616HCID 18381616, compoundYield 95%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

Under N2, a solution of 3-bromo-6-difluoromethoxy-3H-isobenzofuran-1-one (6.2 g, 22.2 mmoles), prepared as described in example 95, in dry acetonitrile (30 ml) was added with triphenylphosphine (6.4 g, 24.4 mmoles). After 4 hours under reflux the mixture was dried to give a foam which was triturated in ethyl ether overnight, then filtered, washed with ethyl ether and dried to give 11.4 g of the title compound (yield: 95%).

Workup

  1. temperatureAfter 4 hours under reflux the mixture
  2. customwas dried
  3. customto give a foam which
  4. customwas triturated in ethyl ether overnight
  5. filtrationfiltered
  6. washwashed with ethyl ether
  7. customdried

Sources & evidence

ORD record
ord-434f2181f1814632ae8b6301b9297700
Source dataset
uspto-grants-2001_12
Patent number
US06329370B1

Reaction notes

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