Aniline → HCID 13137239, compound

HRID 978611Notes

Reaction equation

HRID 978611 reaction equation
[CH2:1]([CH:4]1[C:8](O)([CH3:9])[CH:7]=[CH:6][C:5]1=[O:11])[CH:2]=[CH2:3].[NH2:12][C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1>C(N(CC)CC)C.C1(C)C=CC=CC=1>[CH2:1]([C:4]1[C:5](=[O:11])[CH2:6][CH:7]([NH:12][C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)[C:8]=1[CH3:9])[CH:2]=[CH2:3]

Participants

5

Reactant 2

HCID 6115AnilineHCID 128798724-Hydroxy-4-methyl-5-(prop-2-en-1-yl)cyclopent-2-en-1-one

Product 1

HCID 13137239HCID 13137239, compoundYield 96.9%

Reagents, catalysts & solvents 2

HCID 8471TriethylamineCatalystHCID 1140TolueneSolvent

Procedure

Into the same flask as used in Example 1, 2-allyl-3-hydroxy-3-methyl-4-cyclopentenone (15.2 g), aniline (30 g), triethylamine (0.8 g) and toluene (45 g) were charged, and the mixture was stirred under a nitrogen stream at a temperature of 40° to 70° C. for 2 hours. After completion of the reaction, the mixture was treated and purified in the same manner as in Example 1 to obtain 2-allyl-3-methyl-4-anilino-2-cyclopentenone (22 g). Yield, 97%. nD20 1.5880.

Workup

  1. additionwere charged
  2. customAfter completion of the reaction
  3. additionthe mixture was treated
  4. custompurified in the same manner as in Example 1

Sources & evidence

ORD record
ord-ebf88cce87524fd28605d48ae77459f8
Source dataset
uspto-grants-1987_05
Patent number
US04665174

Reaction notes

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