Triethylamine → HCID 14748275, compound

HRID 1165255Notes

Reaction equation

HRID 1165255 reaction equation
[OH:1][CH:2]([CH2:12][O:13][C:14]1[CH:19]=[CH:18][C:17]([CH2:20][CH2:21][CH2:22][CH2:23][CH3:24])=[CH:16][CH:15]=1)[CH2:3][C:4]#[C:5][CH2:6][CH2:7][CH2:8][C:9]([OH:11])=[O:10].CCN(CC)CC.[H][H]>[Pd].CC([O-])=O.CC([O-])=O.[Pb+2].C1COCC1>[OH:1][CH:2]([CH2:12][O:13][C:14]1[CH:19]=[CH:18][C:17]([CH2:20][CH2:21][CH2:22][CH2:23][CH3:24])=[CH:16][CH:15]=1)[CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][C:9]([OH:11])=[O:10]

Participants

6

Reactant 3

HCID 8471TriethylamineHCID 14748265HCID 14748265, compoundHCID 178418361HCID 178418361, compound2×

Product 1

HCID 14748275HCID 14748275, compound

Reagents, catalysts & solvents 2

HCID 131709914Lindlars catalystCatalystHCID 8028TetrahydrofuranSolvent

Procedure

A mixture of 3.5 g of 8-hydroxy-9-(4-pentylphenoxy)-5-nonynoic acid, 0.3 g of Lindlar's catalyst, 2.5 ml of Et3N and 80 ml of THF was hydrogenated under 1 atm of hydrogen until the uptake hydrogen ceased. The solvent and catalyst were removed. The crude product was recrystallized in toluene to yield the title compound, mp 105.0°-105.5°. CI-MS (high resolution) (M+1=337.2298).

Workup

  1. customThe solvent and catalyst were removed
  2. customThe crude product was recrystallized in toluene

Sources & evidence

ORD record
ord-ff725a9f0374484e80c41bf752f49c9e
Source dataset
uspto-grants-1990_03
Patent number
US04908384

Reaction notes

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