Trifluoroacetic acid → HCID 57438675, compound

HRID 1098277Notes

Reaction equation

HRID 1098277 reaction equation
FC(F)(F)C(O)=O.[Si:8]([O:25][CH2:26][CH:27]1[CH2:30][N:29](C(OC(C)(C)C)=O)[CH2:28]1)([C:21]([CH3:24])([CH3:23])[CH3:22])([C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1)[C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1>C(Cl)Cl>[Si:8]([O:25][CH2:26][CH:27]1[CH2:30][NH:29][CH2:28]1)([C:21]([CH3:24])([CH3:22])[CH3:23])([C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1)[C:15]1[CH:16]=[CH:17][CH:18]=[CH:19][CH:20]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 57504740HCID 57504740, compound

Product 1

HCID 57438675HCID 57438675, compoundYield 99%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

2,2,2-Trifluoroacetic acid (42.9 mL, 556.53 mmol) was added to tert-butyl 3-((tert-butyldiphenylsilyloxy)methyl)azetidine-1-carboxylate (Intermediate BG4) (9.87 g, 23.19 mmol) in anhydrous DCM (50 mL) at 0° C. then allowed to stirred at room temperature for 1 hour. The solution was concentrated and made basic using sodium hydroxide (250 mL, 2M) was added. the suspension was extracted with DCM and dried with Na2SO4 to afford the product (7.46 g, 99%)

Workup

  1. concentrationThe solution was concentrated
  2. additionwas added
  3. extractionthe suspension was extracted with DCM
  4. dry with materialdried with Na2SO4

Sources & evidence

ORD record
ord-9357323e66db499e98ed8a04c4d6f328
Source dataset
uspto-grants-2012_03
Patent number
US08143263B2

Reaction notes

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