Ethanolamine → HCID 21504746, compound

HRID 1288326Notes

Reaction equation

HRID 1288326 reaction equation
[C:1]([C:4]1[O:5][C:6]2[CH:14]=[CH:13][C:12]3[C:15]4[CH:24]=[CH:23][C:22]([O:25]C)=[CH:21][C:16]=4[C:17]([CH3:20])([CH3:19])[O:18][C:11]=3[C:7]=2[C:8](=[O:10])[CH:9]=1)([OH:3])=[O:2].C(CN)O>I.O>[C:1]([C:4]1[O:5][C:6]2[CH:14]=[CH:13][C:12]3[C:15]4[CH:24]=[CH:23][C:22]([OH:25])=[CH:21][C:16]=4[C:17]([CH3:20])([CH3:19])[O:18][C:11]=3[C:7]=2[C:8](=[O:10])[CH:9]=1)([OH:3])=[O:2]

Participants

5

Reactant 2

HCID 700EthanolamineHCID 21504756HCID 21504756, compound

Product 1

HCID 21504746HCID 21504746, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 24841Hydrogen iodideSolvent

Procedure

2.5 gm (0.007 mol) of 2-carboxy-4-oxo-6,6-dimethyl-8-methoxy-4H,6H-[2]-benzopyrano-[3,4-f]-[1]-benzopyran, prepared as described in Example 2, were refluxed for 4 hours in 50 ml of hydroiodic acid. Then, the reaction mixture was cooled and diluted with 200 ml of water. The precipitated yellow crystals were filtered off, washed with water, dried and recrystallized from methanol. 250 gm (10.5% of theory) of the compound named in the heading, m.p. 256°-258° C, were obtained. The ethanolamine salt, prepared in analogy with Example 1, had a melting point of 200°-202° C.

Workup

  1. temperatureThen, the reaction mixture was cooled
  2. filtrationThe precipitated yellow crystals were filtered off
  3. washwashed with water
  4. customdried
  5. customrecrystallized from methanol
  6. customwere obtained

Sources & evidence

ORD record
ord-6ee051771d5647d89f7e781d39e716fe
Source dataset
uspto-grants-1976_10
Patent number
US03987186

Reaction notes

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