HCID 54047235, compound → HCID 21163240, compound

HRID 904259Notes

Reaction equation

HRID 904259 reaction equation
[C:1]([CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][NH:20][C:21]1[CH:36]=[CH:35][C:24]([C:25]([O:27][CH:28]=[CH:29][C:30]([O:32][CH2:33][CH3:34])=[O:31])=[O:26])=[CH:23][CH:22]=1)([O:3][CH3:4])=[O:2].[H][H]>[Pd].O1CCCC1>[C:1]([CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][NH:20][C:21]1[CH:22]=[CH:23][C:24]([C:25]([O:27][CH2:28][CH2:29][C:30]([O:32][CH2:33][CH3:34])=[O:31])=[O:26])=[CH:35][CH:36]=1)([O:3][CH3:4])=[O:2]

Participants

5

Reactant 2

HCID 54047235HCID 54047235, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 21163240HCID 21163240, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8028TetrahydrofuranSolvent

Procedure

A solution of 4 g. 2-(ethoxycarbonyl)vinyl 4-(15-carbomethoxypentadecylamino)benzoate and 400 mg. 10% palladium-on-carbon in 100 ml. tetrahydrofuran is hydrogenated at 50 psi until hydrogen uptake stops. The catalyst is filtered, the solution is evaporated, and the residue is crystallized from acetonitrile to yield 2-(ethoxycarbonyl)ethyl 4-(15-carbomethoxypentadecylamino)benzoate.

Workup

  1. filtrationThe catalyst is filtered
  2. customthe solution is evaporated
  3. customthe residue is crystallized from acetonitrile

Sources & evidence

ORD record
ord-5f623f175a384edf9c73d89e7414cf7f
Source dataset
uspto-grants-1980_10
Patent number
US04230628

Reaction notes

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