Acetic Acid → 2-Acetoxy-3-hydroxypropyl 4-(n-hexadecylamino)benzoate

HRID 615045Notes

Reaction equation

HRID 615045 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)=[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].[C:31]([OH:34])(=[O:33])[CH3:32].[OH2:35]>>[CH2:1]([NH:17][C:18]1[CH:19]=[CH:20][C:21]([C:22]([O:24][CH2:25][CH:26]([O:33][C:31](=[O:34])[CH3:32])[CH2:27][OH:28])=[O:35])=[CH:29][CH:30]=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

4

Reactant 3

HCID 176Acetic AcidHCID 962WaterHCID 130193772,3-Epoxypropyl 4-(n-hexadecylamino)benzoate

Product 1

HCID 442796272-Acetoxy-3-hydroxypropyl 4-(n-hexadecylamino)benzoate

Conditions

Temperature
100 °C

Procedure

A mixture of 8.35 g of 2,3-epoxypropyl 4-(n-hexadecylamino)benzoate and 7.0 ml of acetic acid is heated at 100° C. for four hours, allowed to cool, and diluted with water. Filtration affords 2-acetoxy-3-hydroxypropyl 4-(n-hexadecylamino)benzoate, mp 67° C. unchanged by recrystallization.

Workup

  1. temperatureto cool
  2. filtrationFiltration

Sources & evidence

ORD record
ord-b2e2592277194717a2af22efc86d7545
Source dataset
uspto-grants-1979_03
Patent number
US04146546

Reaction notes

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