Diethyl Ether → HCID 57890042, compound

HRID 1819923Notes

Reaction equation

HRID 1819923 reaction equation
[S:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[C:6]([O:8]CC)=O.[CH2:11]([Mg]Br)[CH3:12].[CH2:15](OCC)[CH3:16]>>[OH:8][C:6]([C:2]1[S:1][CH:5]=[CH:4][CH:3]=1)([CH2:11][CH3:12])[CH2:15][CH3:16]

Participants

4

Reactant 3

HCID 3283Diethyl EtherHCID 76052Ethyl 2-thenoateHCID 178418443HCID 178418443, compound

Product 1

HCID 57890042HCID 57890042, compoundYield 99%

Procedure

To a stirred 0° C. mixture of ethyl thiophene-2-carboxylate (3.12 g, 20.0 mmol) in diethyl ether (100 ml) is added 1M ethylmagnesium bromide (60 ml, 60 mmol). The reaction is allowed to warm to RT and stirred for 3 d. The reaction is partitioned between Et2O and 1N NaHCO3. The organic layer was Na2SO4 dried and concentrated to give the title compound (3.4 g, 99%).

Workup

  1. customThe reaction is partitioned between Et2O and 1N NaHCO3
  2. customdried
  3. concentrationconcentrated

Sources & evidence

ORD record
ord-7bb1f3dc90ee4fc7a9949690670f675b
Source dataset
uspto-grants-2009_10
Patent number
US07601850B2

Reaction notes

Loading…