Hydrochloric Acid → HCID 54323316, compound

HRID 904497Notes

Reaction equation

HRID 904497 reaction equation
[NH2:1][CH2:2][CH2:3][S:4]([OH:7])(=[O:6])=[O:5].FC(F)(F)C([N:12]([C:27]1[CH:42]=[CH:41][C:30]([C:31](ON2C(=O)CCC2=O)=[O:32])=[CH:29][CH:28]=1)[CH2:13][CH2:14][CH2:15][CH:16]=[CH:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH3:26])=O.[OH-].[Na+].Cl>O.C(O)C.C(N(CC)CC)C>[CH2:13]([NH:12][C:27]1[CH:28]=[CH:29][C:30]([C:31]([NH:1][CH2:2][CH2:3][S:4]([OH:7])(=[O:6])=[O:5])=[O:32])=[CH:41][CH:42]=1)[CH2:14][CH2:15][CH:16]=[CH:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH3:26]

Participants

8

Reactant 4

HCID 313Hydrochloric AcidHCID 1123TaurineHCID 14798Sodium HydroxideHCID 74042328HCID 74042328, compound

Product 1

HCID 54323316HCID 54323316, compound

Reagents, catalysts & solvents 3

HCID 702EthanolSolventHCID 962WaterSolvent2×HCID 8471TriethylamineSolvent

Procedure

To a stirred solution of 2.50 g. of taurine and 5.6 ml. of triethylamine in 22.5 ml. of water is added 5.55 g. of N-{p-[2,2,2-trifluoro-N-(4-tetradecenyl)acetamido]benzoyloxy}succinimide as a solution in 45 ml. of ethanol. After 24 hour, the mixture is treated with 20 ml. of 2.0M sodium hydroxide and 25 ml. of water. After stirring for 10 minutes, the mixture is acidified with dilute hydrochloric acid, and the crude product is collected by filtration. Recrystallization affords the title compound as a white solid.

Workup

  1. additionthe mixture is treated with 20 ml
  2. filtrationthe crude product is collected by filtration
  3. customRecrystallization

Sources & evidence

ORD record
ord-667b41fbcf194ca385e8f32065eaf318
Source dataset
uspto-grants-1980_10
Patent number
US04230878

Reaction notes

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