Benzenesulfonic acid, 4-methyl-, compd. with pyridine (1:1) → HCID 86698224, compound

HRID 882561Notes

Reaction equation

HRID 882561 reaction equation
C(OC[O:5][C:6]1[C:44]([CH:45]([CH3:47])[CH3:46])=[CH:43][CH:42]=[CH:41][C:7]=1[CH2:8][Si:9]([CH2:26][C:27]1[CH:32]=[CH:31][CH:30]=[C:29]([CH:33]([CH3:35])[CH3:34])[C:28]=1[O:36]COCC)([CH2:11][C:12]1[CH:17]=[CH:16][CH:15]=[C:14]([CH:18]([CH3:20])[CH3:19])[C:13]=1[O:21]COCC)[CH3:10])C.C1(C)C=CC(S([O-])(=O)=O)=CC=1.[NH+]1C=CC=CC=1>C(O)(C)C>[OH:36][C:28]1[C:29]([CH:33]([CH3:35])[CH3:34])=[CH:30][CH:31]=[CH:32][C:27]=1[CH2:26][Si:9]([CH2:8][C:7]1[CH:41]=[CH:42][CH:43]=[C:44]([CH:45]([CH3:46])[CH3:47])[C:6]=1[OH:5])([CH2:11][C:12]1[CH:17]=[CH:16][CH:15]=[C:14]([CH:18]([CH3:20])[CH3:19])[C:13]=1[OH:21])[CH3:10]

Participants

4

Reactant 2

HCID 466102Benzenesulfonic acid, 4-methyl-, compd. with pyridine (1:1)HCID 86698225HCID 86698225, compound

Product 1

HCID 86698224HCID 86698224, compoundYield 63%

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

A solution of tris(2-(ethoxymethoxy)-3-isopropylbenzyl)(methyl)silane (IIIc) (1.01 g, 1.52 mmol) and pyridinium p-toluenesulfonate (0.24 g, 0.955 mmol) in isopropanol (17 mL) was heated at 70° C. for 11 h. The solvent was removed and the residue was purified by flash column chromatography (hexanes/ethyl acetate=5:1, v/v) to afford the title compound (0.47 g, 63%) as a colorless oil.

Workup

  1. customThe solvent was removed
  2. customthe residue was purified by flash column chromatography (hexanes/ethyl acetate=5:1

Sources & evidence

ORD record
ord-01c47e85be174b368a424f6f218bf09b
Source dataset
uspto-grants-2015_03
Patent number
US08993804B2

Reaction notes

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