Toluene → HCID 86646155, compound

HRID 551689Notes

Reaction equation

HRID 551689 reaction equation
[CH2:1]([CH:4]1[CH2:8][CH2:7][O:6][CH:5]1[OH:9])[CH:2]=[CH2:3].[CH2:10]([O:12]C(P(C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1)=O)C.[C:34]1([CH3:40])C=CC=C[CH:35]=1>>[OH:12][CH2:10][CH2:3][CH:2]([CH2:40][CH:34]=[CH2:35])/[CH:1]=[CH:4]/[C:5]([O:6][CH2:7][CH3:8])=[O:9]

Participants

4

Reactant 3

HCID 1140TolueneHCID 135457673-(Prop-2-en-1-yl)oxolan-2-olHCID 178473672HCID 178473672, compound

Product 1

HCID 86646155HCID 86646155, compound

Procedure

3-allyl-tetrahydrofuran-2-ol (18 g, 140 mmol) and ethoxycarbonyl triphenylphosphorane (35 g, 104 mmol) were stirred overnight in toluene (200 mL). The reaction solution was concentrated, and the residue was purified by silica gel column chromatography to obtain the compound of interest as an oil substance (15.8 g, 61.1%).

Workup

  1. concentrationThe reaction solution was concentrated
  2. customthe residue was purified by silica gel column chromatography
  3. customto obtain the compound of interest as an oil substance (15.8 g, 61.1%)

Sources & evidence

ORD record
ord-27af5f9a4e42434abf0c6c363f642844
Source dataset
uspto-grants-2011_05
Patent number
US07947738B2

Reaction notes

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