HCID 54439614, compound → HCID 23457838, compound

HRID 126944Notes

Reaction equation

HRID 126944 reaction equation
[CH2:1]([NH:17][C:18]1[CH:33]=[CH:32][C:21]([C:22]([O:24][CH:25]=[CH:26][C:27]([O:29][CH2:30][CH3:31])=[O:28])=[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]>O1CCCC1>[CH2:1]([NH:17][C:18]1[CH:19]=[CH:20][C:21]([C:22]([O:24][CH2:25][CH2:26][C:27]([O:29][CH2:30][CH3:31])=[O:28])=[O:23])=[CH:32][CH:33]=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 2

HCID 54439614HCID 54439614, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 23457838HCID 23457838, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A solution of 4 g. (8.7 m moles) 2-(ethoxycarbonyl)-vinyl 4-(hexadecylamino)benzoate and 400 mg. 10% Pd(C) 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-(hexadecylamino)benzoate.

Workup

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

Sources & evidence

ORD record
ord-433779591cc14942a5b17c5a8dfc4d67
Source dataset
uspto-grants-1981_03
Patent number
US04254138

Reaction notes

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