Water → HCID 131719340, compound

HRID 1440937Notes

Reaction equation

HRID 1440937 reaction equation
[CH3:1][B-:2]([C:19]1[CH:24]=[CH:23][C:22]([O:25][CH3:26])=[CH:21][CH:20]=1)([C:11]1[CH:16]=[CH:15][C:14]([O:17][CH3:18])=[CH:13][CH:12]=1)[C:3]1[CH:8]=[CH:7][C:6]([O:9][CH3:10])=[CH:5][CH:4]=1.C[N+](C)(C)C.[Li].F[P-](F)(F)(F)(F)F.[Cl:40][C:41]1[CH:46]=[CH:45][C:44]([S+:47]([C:56]2[CH:61]=[CH:60][C:59]([Cl:62])=[CH:58][CH:57]=2)[CH2:48][C:49]([CH3:55])=[C:50]([C:53]#[N:54])[C:51]#[N:52])=[CH:43][CH:42]=1.O>C(#N)C>[CH3:1][B-:2]([C:19]1[CH:20]=[CH:21][C:22]([O:25][CH3:26])=[CH:23][CH:24]=1)([C:3]1[CH:8]=[CH:7][C:6]([O:9][CH3:10])=[CH:5][CH:4]=1)[C:11]1[CH:16]=[CH:15][C:14]([O:17][CH3:18])=[CH:13][CH:12]=1.[Cl:40][C:41]1[CH:42]=[CH:43][C:44]([S+:47]([C:56]2[CH:61]=[CH:60][C:59]([Cl:62])=[CH:58][CH:57]=2)[CH2:48][C:49]([CH3:55])=[C:50]([C:51]#[N:52])[C:53]#[N:54])=[CH:45][CH:46]=1

Participants

5

Reactant 3

HCID 962WaterHCID 18982321HCID 18982321, compoundHCID 131719341HCID 131719341, compound

Product 1

HCID 131719340HCID 131719340, compoundYield 41.4%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent2×

Procedure

A solution of 4.17 g of lithium tetramethylammonium methyltris(p-methoxyphenyl)borate in 50 ml of acetonitrile was added to a solution of 5.00 g of bis(p-chlorophenyl)(3,3-dicyano-2-methyl-2-propenyl)sulfonium hexafluorophosphate in 100 ml of acetonitrile, and the resultant mixture was stirred at room temperature for 30 minutes. Then, 200 ml of water was added. The resultant precipitate of a yellow oily component was recovered, and 100 ml of dichloromethane was added. The dichloromethane layer was washed with water, dried and concentrated to give 2.85 g of bis(p-chlorophenyl)(3,3-dicyano-2-methyl-2-propenyl) sulfonium-methyltris(p-methoxyphenyl)borate.

Workup

  1. customThe resultant precipitate of a yellow oily component was recovered
  2. addition100 ml of dichloromethane was added
  3. washThe dichloromethane layer was washed with water
  4. customdried
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-ec36395f8a2240a4ad586f4427847c66
Source dataset
uspto-grants-1996_03
Patent number
US05500453

Reaction notes

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