Sulfuric Acid → 2,3-Dihydroxypropyl 4-(n-hexadecylamino)benzoate

HRID 615038Notes

Reaction equation

HRID 615038 reaction equation
[CH2:1]([NH:17][C:18]1[CH:30]=[CH:29][C:21]([C:22]([O:24][CH2:25][CH:26]2[O:28][CH2:27]2)=[O:23])=[CH:20][CH:19]=1)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH3:16].S(=O)(=O)(O)[OH:32].COCCOC>O>[CH2:1]([NH:17][C:18]1[CH:30]=[CH:29][C:21]([C:22]([O:24][CH2:25][CH:26]([OH:28])[CH2:27][OH:32])=[O:23])=[CH:20][CH:19]=1)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH3:16]

Participants

5

Reactant 3

HCID 1118Sulfuric AcidHCID 80711,2-DimethoxyethaneHCID 130193772,3-Epoxypropyl 4-(n-hexadecylamino)benzoate

Product 1

HCID 130193802,3-Dihydroxypropyl 4-(n-hexadecylamino)benzoate

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 100 mg of 2,3-epoxypropyl 4-(n-hexadecylamino)benzoate, 0.2 ml of 1N sulfuric acid, and 1.0 ml of 1,2-dimethoxyethane is heated under reflux for one hour, diluted with water, and filtered to yield 2,3-dihydroxypropyl 4-(n-hexadecylamino)benzoate as a white solid, mp 112° C.

Workup

  1. temperatureis heated
  2. temperatureunder reflux for one hour
  3. filtrationfiltered

Sources & evidence

ORD record
ord-b06232fee77f4fc2973d22742f61c331
Source dataset
uspto-grants-1979_03
Patent number
US04146546

Reaction notes

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