HCID 22914116, compound → HCID 22914108, compound

HRID 1721272Notes

Reaction equation

HRID 1721272 reaction equation
[CH3:1][C:2]1([CH3:16])[CH2:6][CH:5]([CH:7]2[CH2:11][CH:10]=[C:9]([CH3:12])[C:8]2([CH3:14])[CH3:13])[CH:4]([CH3:15])[O:3]1>[Pd]>[CH3:1][C:2]1([CH3:16])[CH2:6][CH:5]([CH:7]2[CH2:11][CH2:10][CH:9]([CH3:12])[C:8]2([CH3:14])[CH3:13])[CH:4]([CH3:15])[O:3]1

Participants

3

Reactant 1

HCID 22914116HCID 22914116, compound

Product 1

HCID 22914108HCID 22914108, compoundYield 100%

Reagents, catalysts & solvents 1

HCID 23938PalladiumCatalyst

Procedure

The tetrahydrofuran mixture from Example 13, 35.5 g at 96.7% (0.154 mole) was hydrogenated at 60 psi at 40°-50° C. using 0.75 g of 5% Pd on carbon. The crude product, 35.7 g, was distilled to yield 34.4 g of purified product (100% yield). BP 53° C./0.04 mmHg; 1H-NMR (300 MHz), spectra consistent with assigned structures. 13C-NMR (75 MHz), spectra consistent with assigned structures. IR (Neat), 2990, 1490, 1130, 1110 cm-1 ; MS (m/e), 209 (M+ -15), 110, 96 (Base);

Workup

  1. customwas hydrogenated at 60 psi at 40°-50° C.
  2. distillationThe crude product, 35.7 g, was distilled

Sources & evidence

ORD record
ord-f901a79145c24f1c8600f4825d8b25f4
Source dataset
uspto-grants-1996_04
Patent number
US05510326

Reaction notes

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