Sodium Hydroxide → HCID 136138564, compound

HRID 978318Notes

Reaction equation

HRID 978318 reaction equation
[OH-].[Na+].Cl.[CH2:4]([O:6][NH2:7])[CH3:5].[OH:8][C:9]1[CH2:14][CH:13]([C:15]2[CH:23]=[CH:22][C:18]3[S:19][CH:20]=[CH:21][C:17]=3[CH:16]=2)[CH2:12][C:11](=[O:24])[C:10]=1[C:25](=O)[CH2:26][CH3:27]>O.C(O)C.CN(C)C=O>[CH2:4]([O:6][N:7]=[C:25]([C:10]1[C:11](=[O:24])[CH2:12][CH:13]([C:15]2[C:23]3[CH:22]=[CH:18][S:19][C:20]=3[CH:21]=[CH:17][CH:16]=2)[CH2:14][C:9]=1[OH:8])[CH2:26][CH3:27])[CH3:5]

Participants

6

Reactant 3

HCID 14798Sodium HydroxideHCID 76850O-ethylhydroxylamine hydrochlorideHCID 178458827HCID 178458827, compound

Product 1

HCID 136138564HCID 136138564, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolvent2×HCID 19794673N,N-dimethylformamide ethanolSolvent

Procedure

A solution of sodium hydroxide (0.15 g) in water (2 ml) and then ethoxyamine hydrochloride (0.37 g) were added to a solution of 3-hydroxy-5-(benzo[b]thien-5-yl)-2-propionylcyclohex-2-en-1-one (1.05 g) in ethanol/dimethylformamide (5:2 v/v; (70 ml). The mixture was stirred at room temperature for 12 hr, and was subsequently poured into water. the dried (MgSO4) diethyl ether extract was evaporated to give 2-[1-(ethoxyimino)propyl]-3-hydroxy-5-(benzo[b]thien-4-yl)cyclohex-2-en-1-one as a white solid, mp 76° C.

Workup

  1. dry with materialthe dried (MgSO4) diethyl ether
  2. extractionextract
  3. customwas evaporated

Sources & evidence

ORD record
ord-e80bdce38a8c4f4798c1b73d6b32dd68
Source dataset
uspto-grants-1987_05
Patent number
US04664693

Reaction notes

Loading…