Tetrahydrofuran → 7430-49-1

HRID 516276

Reaction equation

HRID 516276 reaction equation
CC1[CH2:6][CH2:5][C:4](=[O:7])[CH:3]=1.[CH2:8]([Mg]Cl)[CH3:9].[CH2:12]1COC[CH2:13]1>>[CH2:12]([C:8]1([CH3:9])[CH2:6][CH2:5][C:4](=[O:7])[CH2:3]1)[CH3:13]

Participants

4

Reactant 3

HCID 8028TetrahydrofuranHCID 176913-Methyl-2-cyclopenten-1-oneHCID 178461633HCID 178461633, compound

Product 1

HCID 217186347430-49-1Yield 69%

Procedure

3-Methylcyclopent-2-enone (1, 35.0 g, 0.36 mol) was reacted with ethylmagnesium chloride (2M in THF, 218 ml, 0.44 mol) in the presence of 1 mol % CuCl2 in THF (200 ml) as described in Example 1a. The crude product was distilled over a 15 cm Vigreux column (B.p. 50° C. at 5 Torr) to give 2b (32.0 g, 69% yield) as a colorless liquid.

Workup

  1. distillationThe crude product was distilled over a 15 cm Vigreux column (B.p. 50° C. at 5 Torr)

Sources & evidence

ORD record
ord-56749f5e600440cca90c742b2c775345
Source dataset
uspto-grants-2015_08
Patent number
US09109186B2

Linked notes

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