Hydrochloric Acid → HCID 21964344, compound

HRID 270218Notes

Reaction equation

HRID 270218 reaction equation
[OH-].[Na+].CO.C([O:7][C:8]([C:10]1[C:14]([CH2:15][CH2:16][C:17]2[CH:22]=[CH:21][C:20]([Br:23])=[CH:19][CH:18]=2)=[C:13]([CH3:24])[S:12][C:11]=1[N:25]1[C:33](=[O:34])[C:32]2[C:27](=[CH:28][CH:29]=[CH:30][CH:31]=2)[C:26]1=[O:35])=[O:9])C.Cl>O>[Br:23][C:20]1[CH:21]=[CH:22][C:17]([CH2:16][CH2:15][C:14]2[C:10]([C:8]([OH:9])=[O:7])=[C:11]([N:25]3[C:33](=[O:34])[C:32]4[C:27](=[CH:28][CH:29]=[CH:30][CH:31]=4)[C:26]3=[O:35])[S:12][C:13]=2[CH3:24])=[CH:18][CH:19]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 887MethanolHCID 14798Sodium HydroxideHCID 68860548HCID 68860548, compound

Product 1

HCID 21964344HCID 21964344, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Procedure

To a solution of NaOH (1.4 mmol) in a 1:1 mixture of methanol:H2O (6 mL) is added 4-[2-(4-bromophenyl)ethyl]-2-(1,3-dioxo-1,3-dihydroisoindol-2-yl)-5-methy-thiophene-3-carboxylic acid ethyl ester (0.7 mmol, Example 30, Part C). The mixture is heated to reflux for 90 min, then diluted with water (12 mL), chilled in an ice bath, and acidified with concentrated HCl. The product that precipitates is collected by filtration, washed with water, and dried, affording the desired compound.

Workup

  1. temperatureThe mixture is heated
  2. temperatureto reflux for 90 min
  3. temperaturechilled in an ice bath
  4. customThe product that precipitates
  5. filtrationis collected by filtration
  6. washwashed with water
  7. customdried

Sources & evidence

ORD record
ord-a79d26d3406649e39e0003511a7d1349
Source dataset
uspto-grants-2008_11
Patent number
US07449490B2

Reaction notes

Loading…