Hydrochloric Acid → HCID 67410399, compound

HRID 909379Notes

Reaction equation

HRID 909379 reaction equation
C[O:2][C:3](=[O:35])[CH:4]=[CH:5][CH2:6][O:7][C:8]1[C:13]([O:14][CH2:15][CH3:16])=[CH:12][C:11]([CH:17]2[C:26]3[C:25](=[O:27])[CH2:24][CH:23]([CH2:28][CH2:29][CH3:30])[CH2:22][C:21]=3[NH:20][C:19]([CH3:31])=[C:18]2[C:32]#[N:33])=[CH:10][C:9]=1[Br:34].O.Cl>O1CCOCC1.[OH-].[Na+]>[Br:34][C:9]1[CH:10]=[C:11]([CH:17]2[C:26]3[C:25](=[O:27])[CH2:24][CH:23]([CH2:28][CH2:29][CH3:30])[CH2:22][C:21]=3[NH:20][C:19]([CH3:31])=[C:18]2[C:32]#[N:33])[CH:12]=[C:13]([O:14][CH2:15][CH3:16])[C:8]=1[O:7][CH2:6][CH:5]=[CH:4][C:3]([OH:35])=[O:2]

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 962WaterHCID 67410082HCID 67410082, compound

Product 1

HCID 67410399HCID 67410399, compound

Reagents, catalysts & solvents 2

HCID 14798Sodium HydroxideSolventHCID 312751,4-DioxaneSolvent

Procedure

A solution of 4-[2-bromo-4-(3-cyano-2-methyl-5-oxo-7-propyl-1,4,5,6,7,8-hexahydroquinolin-4-yl)-6-ethoxy-phenoxy]-but-2-enoic acid methyl ester (1.2 g) in dioxane (100 ml) and 2N sodium hydroxide (2.2 ml) was stirred for 5 days. The mixture was poured into water and the pH was adjusted to 2 using 4N aqueous HCl. The resulting mixture was extracted with EtOAc. The organic layer was dried (MgSO4), filtered and concentrated in vacuo. Yield: 1.5 g. MS-ESI: [M+H]+=529.2/531.2

Workup

  1. extractionThe resulting mixture was extracted with EtOAc
  2. dry with materialThe organic layer was dried (MgSO4)
  3. filtrationfiltered
  4. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-6a94f8632fb249e580f65ecc845adb4e
Source dataset
uspto-grants-2011_09
Patent number
US08017782B2

Reaction notes

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