Cyclobutylamine → HCID 57633529, compound

HRID 722148Notes

Reaction equation

HRID 722148 reaction equation
[S:1]([O:5][C:6]1[C:7](=[CH:9][CH:10]=[CH:11][CH:12]=1)[OH:8])([OH:4])(=[O:3])=O.[CH:13]1([NH2:17])[CH2:16][CH2:15][CH2:14]1>C(Cl)Cl.CN(C=O)C>[OH:8][C:7]1[CH:9]=[CH:10][CH:11]=[CH:12][C:6]=1[O:5][S:1](=[O:3])(=[O:4])[NH:17][CH:13]1[CH2:16][CH2:15][CH2:14]1

Participants

5

Reactant 2

HCID 75645CyclobutylamineHCID 30838792-Hydroxyphenyl hydrogen sulfate

Product 1

HCID 57633529HCID 57633529, compound

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideSolventHCID 6344DichloromethaneSolvent

Procedure

Cyclobutyl-sulfamic acid 2-hydroxy-phenyl ester was prepared by adding a solution of catechol sulphate (1.32 g, 7.7 mmol) in DCM (2 ml) to a stirred solution of cyclobutylamine (600 μl, 7.0 mmol) and TEA (1.07 ml, 7.7 mmol) in DMF at 0° C., and stirring for 3 hours at this temperature. The mixture was quenched with 1M HCl (50 ml) and extracted with diethyl ether. The organic extract was washed with water, brine, dried and concentrated to dryness. Quantitative yield.

Workup

  1. customThe mixture was quenched with 1M HCl (50 ml)
  2. extractionextracted with diethyl ether
  3. extractionThe organic extract
  4. washwas washed with water, brine
  5. customdried
  6. concentrationconcentrated to dryness

Sources & evidence

ORD record
ord-cc413cc509c3422c8cffb0a66d4b3418
Source dataset
uspto-grants-2006_11
Patent number
US07138400B2

Reaction notes

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