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2-(1,4-Dioxaspiro[4.5]decan-8-ylidene)acetonitrile → 1,4-Dioxaspiro[4.5]decane-8-acetonitrile

HRID 1087019
Notes
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Reaction equation

HRID 1087019 reaction equation
[C:1]([CH:3]=[C:4]1[CH2:13][CH2:12][C:7]2([O:11][CH2:10][CH2:9][O:8]2)[CH2:6][CH2:5]1)#[N:2]>C(O)C.[Pt]=O>[C:1]([CH2:3][CH:4]1[CH2:13][CH2:12][C:7]2([O:8][CH2:9][CH2:10][O:11]2)[CH2:6][CH2:5]1)#[N:2]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 1

HCID 226246772-(1,4-Dioxaspiro[4.5]decan-8-ylidene)acetonitrile

Product 1

HCID 102414261,4-Dioxaspiro[4.5]decane-8-acetonitrile

Reagents, catalysts & solvents 2

HCID 82844Platinum oxide (PtO)CatalystHCID 702EthanolSolvent

Procedure

The above nitrile (2.15 g) is treated with platinum oxide (0.1 g) in ethanol (200 ml) and hydrogenated at 3 atmospheres pressure over 4 hours. Removal of the catalyst and concentration of the solvent gives 8-cyanomethyl-1,4-dioxaspiro[4.5]decane as an oil.

Workup

  1. customRemoval of the catalyst and concentration of the solvent

Sources & evidence

ORD record
ord-20b26b7cc5964f09a5be810b2bb97fa7
Source dataset
uspto-grants-1991_07
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US05034381

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes