2-(3,4-Dihydro-2H-4-chromenylidene)acetonitrile → 2-(Chroman-4-yl)acetonitrile

HRID 428174Notes

Reaction equation

HRID 428174 reaction equation
[O:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[C:4](=[CH:11][C:12]#[N:13])[CH2:3][CH2:2]1>C(O)C.[Pd]>[O:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]([CH2:11][C:12]#[N:13])[CH2:3][CH2:2]1

Participants

4

Reactant 1

HCID 569848342-(3,4-Dihydro-2H-4-chromenylidene)acetonitrile

Product 1

HCID 133627812-(Chroman-4-yl)acetonitrile

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

The unsaturated compound obtained in Step A (Z+E mixture), solubilized in ethanol (20 ml), is introduced into the reactor of a Parr apparatus. 10% (by weight) palladium-on-carbon is then added. The double bond is hydrogenated at a pressure of 45 psi for 12 hours.

Workup

  1. additionis introduced into the reactor of a Parr apparatus

Sources & evidence

ORD record
ord-b29651a481d64ee3a8572066077af993
Source dataset
uspto-grants-2001_11
Patent number
US06313160B1

Reaction notes

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