p-Toluenesulfonic acid → HCID 86584532, compound

HRID 1168432Notes

Reaction equation

HRID 1168432 reaction equation
[C:1]([NH:4][C@@H:5]1[C@@:14]([CH2:16][C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)([OH:15])[C@H:13]([O:23][CH2:24][C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=2)[C@@H:12]([CH2:31][O:32]C(C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)[O:11][CH:6]1[O:7][CH2:8][CH:9]=[CH2:10])(=[O:3])[CH3:2].C1(C)C=CC(S(O)(=O)=O)=CC=1>CO.ClCCl>[C:1]([NH:4][C@@H:5]1[C@@:14]([CH2:16][C:17]2[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=2)([OH:15])[C@H:13]([O:23][CH2:24][C:25]2[CH:26]=[CH:27][CH:28]=[CH:29][CH:30]=2)[C@@H:12]([CH2:31][OH:32])[O:11][CH:6]1[O:7][CH2:8][CH:9]=[CH2:10])(=[O:3])[CH3:2]

Participants

4

Reactant 2

HCID 6101p-Toluenesulfonic acidHCID 86584531HCID 86584531, compound

Product 1

HCID 86584532HCID 86584532, compoundYield 62%

Reagents, catalysts & solvents 1

HCID 21226129Dichloromethane methanolSolvent

Procedure

5 g of (d) was dissolved in 125 ml of a methanol/dichloromethane mixture (30:70) containing 4% (m/v) of para-toluene sulphonic acid (PTSA). This was stirred at ambient temperature for 3 h. The reaction mixture was then neutralised, washed with water and dried. After evaporating off the solvents, the crude product obtained was purified over silica to produce a white solid: 2 g (yield: 62%).

Workup

  1. washwashed with water
  2. customdried
  3. customAfter evaporating off the solvents

Sources & evidence

ORD record
ord-edce0931a24949849a79f5eb2581e05e
Source dataset
uspto-grants-2003_09
Patent number
US06624190B2

Reaction notes

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