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Tetrahydrofuran → 3-Octanol

HRID 899718
Notes
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Reaction equation

HRID 899718 reaction equation
C([CH:3]([CH2:6][CH2:7][CH2:8][CH3:9])[CH:4]=[O:5])C.[H][H].[CH2:12]1COC[CH2:13]1>>[CH2:12]([CH:4]([OH:5])[CH2:3][CH2:6][CH2:7][CH2:8][CH3:9])[CH3:13]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 3

HCID 8028TetrahydrofuranHCID 312412-EthylhexanalHCID 178418361HCID 178418361, compound2×

Product 1

HCID 115273-OctanolYield 99.5%

Procedure

3 g of catalyst A (3% Ru/SiO2) were placed in a 300 ml pressure reactor. The reactor was subsequently charged with 150 ml of a 33% strength solution of 2-ethylhexanal in THF. The hydrogenation was carried out at 130° C. and a pressure of 250 bar using pure hydrogen. The hydrogenation was continued until no more hydrogen was taken up and the reactor was subsequently vented. After distilling off the solvent, the reaction product was analyzed by gas chromatography. 2-Ethylhexanal had been reacted completely. 99.5% of ethylhexanol were obtained.

Workup

  1. customwas carried out at 130° C.
  2. distillationAfter distilling off the solvent
  3. custom2-Ethylhexanal had been reacted completely

Sources & evidence

ORD record
ord-2456a73224064c9594f284f23b30ea77
Source dataset
uspto-grants-2008_04
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US07355084B2

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes