Sodium Hydroxide → (2R)-2-Methyloxirane-2-carboxylicacid-(4-cyano-3-methylphenyl)amide
Reaction equation
Br[CH2:2][C@@:3]([OH:17])([CH3:16])[C:4]([NH:6][C:7]1[CH:12]=[CH:11][C:10]([C:13]#[N:14])=[C:9]([CH3:15])[CH:8]=1)=[O:5].[OH-].[Na+]>C1(C)C=CC=CC=1>[C:13]([C:10]1[CH:11]=[CH:12][C:7]([NH:6][C:4]([C@@:3]2([CH3:16])[CH2:2][O:17]2)=[O:5])=[CH:8][C:9]=1[CH3:15])#[N:14]Participants
4
Procedure
(2R)-3-Bromo-2-hydroxy-2-methyl-N-(4-cyano-3-methylphenyl)propion-amide (1.54 g, 5.2 mmol) was dissolved in 50 ml of toluene and stirred for 5 minutes with 15 ml of 1 M NaOH at room temperature. Organic layer was separated and washed with 2×25 ml of water. Toluene was filtered and evaporated to give 0.905 g of the product.
Workup
- customOrganic layer was separated
- washwashed with 2×25 ml of water
- filtrationToluene was filtered
- customevaporated
Sources & evidence
- ORD record
- ord-86aca3b7271844cf90dbb314ecc37f36
- Source dataset
- uspto-grants-2013_08
- Patent number
- US08501814B2
Reaction notes
Loading…