Triethylamine → HCID 53788593, compound

HRID 369790

Reaction equation

HRID 369790 reaction equation
I[C:2]1[CH:3]=[C:4]([CH:7]=[CH:8][CH:9]=1)[CH2:5][OH:6].[CH:10]1[CH2:14][CH2:13][CH2:12][CH:11]=1.C1(C)C=CC=CC=1P(C1C=CC=CC=1C)C1C=CC=CC=1C.CCN(CC)CC>CO.CC([O-])=O.CC([O-])=O.[Pd+2]>[CH:10]1([C:2]2[CH:3]=[C:4]([CH:7]=[CH:8][CH:9]=2)[CH2:5][OH:6])[CH2:14][CH2:13][CH2:12][CH2:11]1

Participants

7

Reactant 4

HCID 8471TriethylamineHCID 8882CyclopenteneHCID 423003-Iodobenzyl alcoholHCID 80271Tri-o-tolylphosphine

Product 1

HCID 53788593HCID 53788593, compoundYield 232.3%

Reagents, catalysts & solvents 2

HCID 167845palladium(II) acetateCatalystHCID 887MethanolSolvent

Procedure

According to example 61, 10.0 g of 3-iodobenzyl alcohol (Aldrich) was treated with 30 mL of cyclopentene using 0.96 g of Pd(OAc)2, 2.60 g of tri-ortho-tolylphosphine, and 6.6 mL of Et3N. The resulting olefin mixture was hydrogenated for 2.5 h using 0.62 g of 5% Pt(C) in MeOH to afford 5.77 g (76%) of 3-cyclopentylbenzyl alcohol as a light yellow liquid.

Sources & evidence

ORD record
ord-16b62740afed44928af8603f652819cf
Source dataset
uspto-grants-2000_10
Patent number
US06140100

Linked notes

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