p-Toluenesulfonic acid → HCID 68006785, compound

HRID 1053907Notes

Reaction equation

HRID 1053907 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]2[CH2:12][CH2:11][C:10](=[O:13])[CH:9]2[C:14]2[CH:19]=[CH:18][C:17]([C:20]([CH3:23])([CH3:22])[CH3:21])=[CH:16][CH:15]=2)=[CH:4][CH:3]=1.[CH3:24][C:25](=O)[CH2:26][CH2:27][C:28](=O)[CH3:29].C1(C)C=CC(S(O)(=O)=O)=CC=1>C1(C)C=CC=CC=1>[C:20]([C:17]1[CH:16]=[CH:15][C:14]([CH:9]2[CH:8]([C:5]3[CH:4]=[CH:3][C:2]([N:1]4[C:28]([CH3:29])=[CH:27][CH:26]=[C:25]4[CH3:24])=[CH:7][CH:6]=3)[CH2:12][CH2:11][C:10]2=[O:13])=[CH:19][CH:18]=1)([CH3:23])([CH3:22])[CH3:21]

Participants

5

Reactant 3

HCID 6101p-Toluenesulfonic acidHCID 80352,5-HexanedioneHCID 67975906HCID 67975906, compound

Product 1

HCID 68006785HCID 68006785, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

A mixture of Example 7H (300 mg, 0.976 mmol), hexane-2,5-dione (134 mg, 1.171 mmol) and p-toluenesulfonic acid (1.856 mg, 9.76 mol) in toluene (2 mL) was stirred at 110° C. for 1 hour. The mixture was concentrated in vacuo. The residue was directly used in the next step without further purification. LC/MS (ESI) m/z 386 (M+H)+.

Workup

  1. concentrationThe mixture was concentrated in vacuo
  2. customThe residue was directly used in the next step without further purification

Sources & evidence

ORD record
ord-fee27ab161dd49d4a5452ad548d8c949
Source dataset
uspto-grants-2016_07
Patent number
US09394279B2

Reaction notes

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