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Water → Furan

HRID 848840
Notes
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Reaction equation

HRID 848840 reaction equation
[O:1]1[CH2:5][CH:4]=[CH:3][CH2:2]1.O.O[CH2:8][CH2:9][CH2:10][CH:11]=[O:12]>[Cr].[Co].O1CCCC1>[O:1]1[CH:2]=[CH:3][CH2:4][CH2:5]1.[O:12]1[CH:8]=[CH:9][CH:10]=[CH:11]1
ParticipantsConditionsProcedureWorkupSources & evidenceReaction notes

Participants

7

Reactant 3

HCID 962WaterHCID 155702,5-Dihydrofuran2×HCID 930934-Hydroxybutanal

Product 2

HCID 8029FuranHCID 709342,3-Dihydrofuran

Reagents, catalysts & solvents 2

HCID 11332432Hastelloy CCatalystHCID 8028TetrahydrofuranSolvent

Conditions

Temperature
120 °C

Procedure

A 300 ml stirred Hastelloy C autoclave was charged with 16 g 2,5-dihydrofuran, 80 g water and 5 g of the catalyst described in Example III. The autoclave was heated for 3 hours at 120° C. After cooling the resulting liquid was analysed by means of gas-liquid chromatography. The conversion of 2,5-dihydrofuran amounted to 55% gamma-hydroxy butyraldehyde having been formed with a selectivity of 65%. 2,3-Dihydrofuran, tetrahydrofuran and furan had also been formed in minor amounts.

Workup

  1. temperatureAfter cooling the resulting liquid
  2. custombeen formed with a selectivity of 65%

Sources & evidence

ORD record
ord-2c2121915bee4d21b2d5558cff8b706c
Source dataset
uspto-grants-1981_10
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US04297517

Reaction notes

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On this pageParticipantsConditionsProcedureWorkupSources & evidenceReaction notes