Dichloromethane → HCID 86596096, compound

HRID 2222441Notes

Reaction equation

HRID 2222441 reaction equation
C(OC([NH:8][CH2:9][C:10]1[CH:11]=[C:12]([CH:23]=[CH:24][CH:25]=1)[CH2:13][C:14]1([C:19]([O:21][CH3:22])=[O:20])[CH2:18][CH2:17][CH2:16][O:15]1)=O)(C)(C)C.FC(F)(F)C(O)=O.[Cl:33]CCl>>[Cl-:33].[NH3+:8][CH2:9][C:10]1[CH:11]=[C:12]([CH:23]=[CH:24][CH:25]=1)[CH2:13][C:14]1([C:19]([O:21][CH3:22])=[O:20])[CH2:18][CH2:17][CH2:16][O:15]1

Participants

4

Reactant 3

HCID 6344DichloromethaneHCID 6422Trifluoroacetic acidHCID 69287612HCID 69287612, compound

Product 1

HCID 86596096HCID 86596096, compound

Procedure

To a solution of 1.26 g of methyl 2-(3-{[(t-butoxycarbonyl)amino]methyl}benzyl)tetrahydro-2-furancarboxylate in 20 ml of dichloromethane was added 20 ml of trifluoroacetic acid, and the mixture was stirred at room temperature for 16 hours. The reaction mixture was evaporated, and the residue was dissolved in 30 ml of ethyl acetate. 2 ml of hydrogen chloride (4N solution in ethyl acetate) was added and the mixture was concentrated again, to give 0.84 g of the title compound as a brown oil.

Workup

  1. customThe reaction mixture was evaporated
  2. dissolutionthe residue was dissolved in 30 ml of ethyl acetate
  3. addition2 ml of hydrogen chloride (4N solution in ethyl acetate) was added
  4. concentrationthe mixture was concentrated again

Sources & evidence

ORD record
ord-a4ff1f457fcc47a49187852095aedc61
Source dataset
uspto-grants-2008_05
Patent number
US07371777B2

Reaction notes

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