Tetrahydrofuran → HCID 54043340, compound

HRID 2106666Notes

Reaction equation

HRID 2106666 reaction equation
[Mg].[C:2]([C:10]1[O:11][CH:12]=[CH:13][CH:14]=1)(=[O:9])[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.O1[CH2:19][CH2:18][CH2:17]C1>>[CH:17]1([C:2]([C:10]2[O:11][CH:12]=[CH:13][CH:14]=2)([C:3]2[CH:4]=[CH:5][CH:6]=[CH:7][CH:8]=2)[OH:9])[CH2:18][CH2:19]1

Participants

4

Reactant 3

HCID 8028Tetrahydrofuran3×HCID 137679Methanone, 2-furanylphenyl-HCID 5462224Magnesium

Product 1

HCID 54043340HCID 54043340, compound

Procedure

To a suspension of magnesium turnings (0.26 g, 10.5 mmol) in anhydrous tetrahydrofuran (6 ml) cyclopropyl bromide (1.28 g, 10.5 mmol) in tetrahydrofuran (5 ml) was added dropwise under nitrogen. The reaction mixture was heated at reflux for 1 h after the initial exotherm had subsided before 2-benzoylfuran (12 g, 7.0 mmol) was added as a solution in tetrahydrofuran (10 ml). The reaction mixture was worked up as described in Example 1 to give the title alcohol as an oil. T.l.c. rf=0.23 (SiO2, heptane/THF (7:3)).

Workup

  1. additionwas added dropwise under nitrogen
  2. temperatureThe reaction mixture was heated
  3. temperatureat reflux for 1 h after the initial exotherm

Sources & evidence

ORD record
ord-eaccd78d5ae34a119ea4bbb0d6f96da9
Source dataset
uspto-grants-1990_06
Patent number
US04931450

Reaction notes

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