Hydrochloric Acid → HCID 14749937, compound

HRID 1109738Notes

Reaction equation

HRID 1109738 reaction equation
[OH:1][CH2:2][C:3]1O[CH:5]=[C:6]([O:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH3:28])[C:7](=[O:9])[CH:8]=1.Cl.[NH2:30][C:31]1[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=1>O>[OH:1][CH2:2][C:3]1[N:30]([C:31]2[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=2)[CH:5]=[C:6]([O:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH3:28])[C:7](=[O:9])[CH:8]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 6115AnilineHCID 14749912HCID 14749912, compound

Product 1

HCID 14749937HCID 14749937, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

5.0 g (12 mMole) 2-hydroxymethyl-5 octadecyloxy-4-pyranone are suspended in 90 mL water and 2 mL concentrated hydrochloric acid and mixed with 4.0 g (43 mMole) aniline. The mixture is heated under reflux for 24 hours, cooled and the precipitate formed is separated from the aqueous solution and recrystallized from ethyl acetate, an almost colorless product being obtained; m.p. 67°-72° C. In a manner analogous to that described in Example 30, there is obtained the following compound:

Workup

  1. temperatureThe mixture is heated
  2. temperatureunder reflux for 24 hours
  3. temperaturecooled
  4. customthe precipitate formed
  5. customis separated from the aqueous solution
  6. customrecrystallized from ethyl acetate
  7. customan almost colorless product being obtained
  8. customthere is obtained the following compound

Sources & evidence

ORD record
ord-737b8ca653c74e6988f2800c13edb957
Source dataset
uspto-grants-1994_06
Patent number
US05322844

Reaction notes

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