Trifluoroacetic acid methylene chloride → HCID 71245312, compound

HRID 1186002Notes

Reaction equation

HRID 1186002 reaction equation
[C:1]([O:4][CH2:5][C@H:6]([NH:21][C:22]([O:24][CH2:25][C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1)=[O:23])[C:7]([N:9]1[CH2:13][CH2:12][CH2:11][C@H:10]1[C:14]([O:16]C(C)(C)C)=[O:15])=[O:8])(=[O:3])[CH3:2].C(O)(C(F)(F)F)=O.C(Cl)Cl>C(Cl)Cl.O>[C:1]([O:4][CH2:5][C@H:6]([NH:21][C:22]([O:24][CH2:25][C:26]1[CH:27]=[CH:28][CH:29]=[CH:30][CH:31]=1)=[O:23])[C:7]([N:9]1[CH2:13][CH2:12][CH2:11][C@H:10]1[C:14]([OH:16])=[O:15])=[O:8])(=[O:3])[CH3:2]

Participants

5

Reactant 2

HCID 21863450Trifluoroacetic acid methylene chlorideHCID 71245577HCID 71245577, compound

Product 1

HCID 71245312HCID 71245312, compoundYield 92%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6344DichloromethaneSolvent

Procedure

To a solution of compound 2 (1 g, 2.30 mmol) in CH2Cl2 (5 mL) was added 20% TFA-DCM (10 mL) and stirred at RT for 2 h. The reaction mixture was diluted with water (10 mL) and extracted with EtOAc (2×15 mL). The organic layer was dried over anhydrous Na2SO4 and concentrated under reduced pressure to yield compound 3 (800 mg, 92%).

Workup

  1. extractionextracted with EtOAc (2×15 mL)
  2. dry with materialThe organic layer was dried over anhydrous Na2SO4
  3. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-8a56c818a48e453781cb97c52acbf12e
Source dataset
uspto-grants-2014_03
Patent number
US08673843B2

Reaction notes

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