HCID 13255323, compound → HCID 21326944, compound

HRID 615049Notes

Reaction equation

HRID 615049 reaction equation
[CH2:1]([NH:17][C:18]1[CH:38]=[CH:37][C:21]([C:22]([O:24][CH:25]2[CH2:30][O:29]C(C3C=CC=CC=3)[O:27][CH2:26]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].[H][H]>[Pd].C(O)(=O)C>[CH2:1]([NH:17][C:18]1[CH:19]=[CH:20][C:21]([C:22]([O:24][CH:25]([CH2:26][OH:27])[CH2:30][OH:29])=[O:23])=[CH:37][CH:38]=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 2

HCID 13255323HCID 13255323, compoundHCID 178418361HCID 178418361, compound2×

Product 1

HCID 21326944HCID 21326944, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 176Acetic AcidSolvent

Procedure

A mixture of 2-phenyl-1,3-dioxan-5-yl 4-(n-hexadecylamino)benzoate, palladium black, and acetic acid is shaken under one atmosphere of hydrogen until hydrogen uptake ceases. The catalyst is separated by filtration and the solvent is evaporated. Crystallization from acetonitrile affords 1,3-dihydroxy-2-propyl 4-(n-hexadecylamino)benzoate as a white solid.

Workup

  1. customThe catalyst is separated by filtration
  2. customthe solvent is evaporated
  3. customCrystallization from acetonitrile

Sources & evidence

ORD record
ord-a4789e3958b047898d137d63998a9932
Source dataset
uspto-grants-1979_03
Patent number
US04146546

Reaction notes

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