2-(Ethylamino)ethanol → HCID 86722305, compound

HRID 874815Notes

Reaction equation

HRID 874815 reaction equation
O1CC[O:3][CH:2]1[C:6]1[CH:15]=[CH:14][C:9]([C:10]([O:12]C)=O)=[CH:8][CH:7]=1.[CH2:16]([NH:18][CH2:19][CH2:20][OH:21])[CH3:17]>>[CH2:16]([N:18]([CH2:19][CH2:20][OH:21])[C:2](=[O:3])[C:6]1[CH:7]=[CH:8][C:9]([CH:10]=[O:12])=[CH:14][CH:15]=1)[CH3:17]

Participants

3

Reactant 2

HCID 80722-(Ethylamino)ethanolHCID 774818HCID 774818, compound

Product 1

HCID 86722305HCID 86722305, compoundYield 50.3%

Procedure

A solution of methyl 4-(1,3-dioxolan-2-yl)benzoate (0.63 g, 3.0 mmol) in 2-(ethylamino)ethanol (2.93 mL, 30.0 mmol) was heated in a microwave at 130° C. for 2 hours. The reaction mixture was partitioned between DCM and 1M aqueous hydrochloric acid and stirred vigorously for 1 hour. The organic phase was removed, washed with brine and passed through a hydrophobic frit. The solvent was evaporated at reduced pressure to afford the title compound (0.334 g, 50%).

Workup

  1. customThe reaction mixture was partitioned between DCM and 1M aqueous hydrochloric acid
  2. customThe organic phase was removed
  3. washwashed with brine
  4. customThe solvent was evaporated at reduced pressure

Sources & evidence

ORD record
ord-0df1fb86444741f2b5b031e2daa2c229
Source dataset
uspto-grants-2015_03
Patent number
US08980913B2

Reaction notes

Loading…