Hydrochloric Acid → HCID 58731011, compound

HRID 269529Notes

Reaction equation

HRID 269529 reaction equation
C([O:3][C:4]([C:6]1[CH:7]=[C:8]([C:21]2[C:22]([C:27]3[CH:32]=[C:31]([Cl:33])[CH:30]=[CH:29][C:28]=3[O:34][CH2:35][C:36]3[CH:41]=[CH:40][CH:39]=[CH:38][CH:37]=3)=[CH:23][CH:24]=[CH:25][CH:26]=2)[CH:9]=[C:10]([N:12](S(C)(=O)=O)[S:13]([CH3:16])(=[O:15])=[O:14])[CH:11]=1)=[O:5])C.[OH-].[Na+].Cl>C(O)C.O>[CH2:35]([O:34][C:28]1[CH:29]=[CH:30][C:31]([Cl:33])=[CH:32][C:27]=1[C:22]1[C:21]([C:8]2[CH:9]=[C:10]([NH:12][S:13]([CH3:16])(=[O:15])=[O:14])[CH:11]=[C:6]([C:4]([OH:5])=[O:3])[CH:7]=2)=[CH:26][CH:25]=[CH:24][CH:23]=1)[C:36]1[CH:37]=[CH:38][CH:39]=[CH:40][CH:41]=1

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 58730985HCID 58730985, compound

Product 1

HCID 58731011HCID 58731011, compound

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Conditions

Temperature
50 °C

Procedure

2-Benzyloxy-5-chloro-5″-dimethanesulfonylamino-[1,1′;2′,1″]terphenyl-3″-carboxylic acid ethyl ester was dissolved in ethanol (5 ml) and 1M sodium hydroxide (1 ml, 1 mmol) and left at room temperature for 5 hours then heated at 50° C. for 1 hour. The resulting solution was diluted with water, acidified with 1M hydrochloric acid and extracted with diethyl ether. The organic phase was dried (MgSO4), evaporated to dryness and triturated with diethyl ether/iso-hexane to yield the title compound as a white solid. (21 mg, 46%).

Workup

  1. extractionextracted with diethyl ether
  2. dry with materialThe organic phase was dried (MgSO4)
  3. customevaporated to dryness
  4. customtriturated with diethyl ether/iso-hexane

Sources & evidence

ORD record
ord-bd3d0aa6a25d457c9fd0f297437c79f8
Source dataset
uspto-grants-2008_11
Patent number
US07446222B2

Reaction notes

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