Hydrochloric Acid → HCID 14749937, compound

HRID 2081672Notes

Reaction equation

HRID 2081672 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.

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

Sources & evidence

ORD record
ord-c84be0dbface4da7ac9422f464f2a243
Source dataset
uspto-grants-1993_02
Patent number
US05185352

Reaction notes

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