Methanol → HCID 18982333, compound

HRID 1440928Notes

Reaction equation

HRID 1440928 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.F[P-](F)(F)(F)(F)F.[C:39]([C:43]1[CH:48]=[CH:47][C:46]([S+:49]([C:58]2[CH:63]=[CH:62][C:61]([C:64]([CH3:67])([CH3:66])[CH3:65])=[CH:60][CH:59]=2)[CH2:50][C:51]2[CH:56]=[CH:55][C:54]([Cl:57])=[CH:53][CH:52]=2)=[CH:45][CH:44]=1)([CH3:42])([CH3:41])[CH3:40].CO>C(#N)C>[C:39]([C:43]1[CH:44]=[CH:45][C:46]([S+:49]([C:58]2[CH:63]=[CH:62][C:61]([C:64]([CH3:67])([CH3:66])[CH3:65])=[CH:60][CH:59]=2)[CH2:50][C:51]2[CH:56]=[CH:55][C:54]([Cl:57])=[CH:53][CH:52]=2)=[CH:47][CH:48]=1)([CH3:42])([CH3:41])[CH3:40].[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

Participants

5

Reactant 3

HCID 887MethanolHCID 18982453HCID 18982453, compoundHCID 88398119HCID 88398119, compound

Product 1

HCID 18982333HCID 18982333, compoundYield 34.1%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent2×

Procedure

A solution of 3.70 g of tetramethylammonium methyltris(p-methoxyphenyl)borate in 50 ml of acetonitrile was added to a solution of 5.00 g of bis(p-tert-butylphenyl)(p-chlorobenzyl)sulfonium hexafluorophosphate in 100 ml of acetonitrile, and the resultant mixture was stirred at room temperature for 30 minutes. Then, 200 ml of methanol was added. The resultant precipitate of a crystal was recovered, and 100 ml of dichloromethane was added. The dichloromethane layer was washed with water, dried and concentrated to give 2.31 g of bis(p-tert-butylphenyl)(p-chlorobenzyl)sulfonium-methyltris(p-methoxyphenyl)borate.

Workup

  1. customThe resultant precipitate of a crystal 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-7007b1bc6e364d2b9272e0b282e1bfc5
Source dataset
uspto-grants-1996_03
Patent number
US05500453

Reaction notes

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