Hydrochloric Acid → HCID 14151573, compound

HRID 2414180Notes

Reaction equation

HRID 2414180 reaction equation
[CH3:1][O:2][C:3]1[CH:27]=[CH:26][C:6]([O:7][CH2:8][C:9]#[C:10][CH2:11][CH2:12][CH:13](N)[N:14]2[C:18](=[O:19])[C:17]3=[CH:20][CH:21]=[CH:22][CH:23]=[C:16]3[C:15]2=[O:24])=[CH:5][CH:4]=1.C(N(CC)C1C=CC=CC=1)C.Cl>CN1CCCC1=O>[C:18]1(=[O:19])[N:14]([CH2:13][CH2:12][CH2:11][C:10]2[C:5]3[CH:4]=[C:3]([O:2][CH3:1])[CH:27]=[CH:26][C:6]=3[O:7][CH2:8][CH:9]=2)[C:15](=[O:24])[C:16]2=[CH:23][CH:22]=[CH:21][CH:20]=[C:17]12

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 7061N,N-DiethylanilineHCID 54516990HCID 54516990, compound

Product 1

HCID 14151573HCID 14151573, compound

Reagents, catalysts & solvents 1

HCID 13387N-methyl-2-pyrrolidoneSolvent

Procedure

A mixture of 40 g of 6-(4-methoxyphenoxy)-1-phthalimido-4-hexynylamine and 8.5 g of N,N-diethylaniline in 400 ml of N-methylpyrrolidinone is heated at 210° for 30 hours. After pouring onto water containing 57 ml of 1N hydrochloric acid the product is extracted with ether, dried, and the solvent is removed in vacuo. The residue is crystallized from isopropyl alcohol to afford 4-(3-phthalimidopropyl)-6-methoxy-2H-[1]-benzopyran, melting point 78°-80°.

Workup

  1. temperatureis heated at 210° for 30 hours
  2. extractionis extracted with ether
  3. customdried
  4. customthe solvent is removed in vacuo
  5. customThe residue is crystallized from isopropyl alcohol

Sources & evidence

ORD record
ord-a695a56b2a3a4773899add44410ce730
Source dataset
uspto-grants-1988_01
Patent number
US04721787

Reaction notes

Loading…