p-Toluenesulfonic acid → HCID 13446049, compound

HRID 1277920Notes

Reaction equation

HRID 1277920 reaction equation
[O:1]1[C:7]2[CH:8]=[CH:9][CH:10]=[CH:11][C:6]=2[C:5](=[O:12])[CH2:4][C:3](=O)[CH2:2]1.C1(C)C=CC(S(O)(=O)=O)=CC=1.[CH:25]([NH2:28])([CH3:27])[CH3:26]>ClCCl>[CH:25]([NH:28][C:3]1[CH2:2][O:1][C:7]2[CH:8]=[CH:9][CH:10]=[CH:11][C:6]=2[C:5](=[O:12])[CH:4]=1)([CH3:27])[CH3:26]

Participants

5

Reactant 3

HCID 6101p-Toluenesulfonic acidHCID 6363IsopropylamineHCID 3196771-Benzoxepin-3,5(2H,4H)-dione

Product 1

HCID 13446049HCID 13446049, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of 17.6 g (0.1 mole) 2,3,4,5-tetrahydro-1-benzoxepin-3,5-dione and a spatula tip of p-toluene sulfonic acid in 200 ml dichloromethane are mixed while stirring with 6 g (0.1 mole) isopropylamine and subsequently stirred to the end of the reaction at room temperature. After concentration of the solution a product is obtained by filtering off under suction and by recrystallizing from butylacetate. 13.5 g (62% of the theoretical yield) of 3-isopropylamino-1-benzoxepin-5(2H)-one are obtained.

Workup

  1. customAfter concentration of the solution a product is obtained
  2. filtrationby filtering off under suction
  3. customby recrystallizing from butylacetate

Sources & evidence

ORD record
ord-5c50481c8c564dd791e5e7cba45ce75b
Source dataset
uspto-grants-1981_07
Patent number
US04279905

Reaction notes

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