Acetone → HCID 12230454, compound

HRID 1415185Notes

Reaction equation

HRID 1415185 reaction equation
[CH:1]1[CH:2]=[CH:3][C:4]2[NH:9][CH:8]=[C:7]([CH2:10][CH2:11][OH:12])[C:5]=2[CH:6]=1.[CH3:13][C:14]([CH3:16])=O.C1(C)C=CC(S(O)(=O)=O)=CC=1>C1C=CC=CC=1>[CH3:13][C:14]1([CH3:16])[C:8]2[NH:9][C:4]3[C:5]([C:7]=2[CH2:10][CH2:11][O:12]1)=[CH:6][CH:1]=[CH:2][CH:3]=3

Participants

5

Reactant 3

HCID 180Acetone2×HCID 6101p-Toluenesulfonic acid2×HCID 10685Tryptophol

Product 1

HCID 12230454HCID 12230454, compound

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

A solution of tryptophol (8 g, 0.05M), acetone (5 g) and p-toluenesulfonic acid (100 mg) in 100 ml of benzene containing hydrated alkali-aluminium silicate (Molecular Sieves No. 4) is heated to reflux for 1 hr. More p-toluenesulfonic acid (100 mg) and the ketone, acetone (3 g), is added and the reflux continued for a further 1.5 hr.

Workup

  1. temperatureto reflux for 1 hr

Sources & evidence

ORD record
ord-7eb17fcefcdd487eaf4cb991fbfc06d6
Source dataset
uspto-grants-1977_01
Patent number
US04003913

Reaction notes

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