Hydrochloric Acid → HCID 14151573, compound

HRID 364132Notes

Reaction equation

HRID 364132 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 isopropanol to afford 4-(3-phthalimidopropyl)-6-methoxy-2H-[1]-benzopyran, m.p. 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 isopropanol

Sources & evidence

ORD record
ord-2b2c8ce3992b4f22a93c8cc5c6ef5131
Source dataset
uspto-grants-1986_08
Patent number
US04604397

Reaction notes

Loading…