p-Toluenesulfonic acid → 6-Acetoxy-2,5,7,8-tetramethyl-2-(4-nitrophenoxymethyl)-2H-chromene

HRID 1030421Notes

Reaction equation

HRID 1030421 reaction equation
[C:1]([O:4][C:5]1[C:6]([CH3:30])=[C:7]2[C:12](=[C:13]([CH3:16])[C:14]=1[CH3:15])[O:11][C:10]([CH3:28])([CH2:17][O:18][C:19]1[CH:24]=[CH:23][C:22]([N+:25]([O-:27])=[O:26])=[CH:21][CH:20]=1)[CH2:9][CH:8]2O)(=[O:3])[CH3:2].C1(C)C=CC(S(O)(=O)=O)=CC=1>C1C=CC=CC=1>[C:1]([O:4][C:5]1[C:6]([CH3:30])=[C:7]2[C:12](=[C:13]([CH3:16])[C:14]=1[CH3:15])[O:11][C:10]([CH3:28])([CH2:17][O:18][C:19]1[CH:20]=[CH:21][C:22]([N+:25]([O-:27])=[O:26])=[CH:23][CH:24]=1)[CH:9]=[CH:8]2)(=[O:3])[CH3:2]

Participants

4

Reactant 2

HCID 6101p-Toluenesulfonic acidHCID 15093830HCID 15093830, compound

Product 1

HCID 110475866-Acetoxy-2,5,7,8-tetramethyl-2-(4-nitrophenoxymethyl)-2H-chromene

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

Following the procedure described in Preparation 57, 160 mg of 6-acetoxy-4-hydroxy-2,5,7,8-tetramethyl-2-(4-nitrophenoxymethyl)chroman (prepared as described in Preparation 48), 10 mg of p-toluenesulfonic acid and 2 ml of benzene gave the title compound.

Sources & evidence

ORD record
ord-e1491c21c6ca4bf28be5a4212e837b17
Source dataset
uspto-grants-1992_04
Patent number
US05104888

Reaction notes

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