Ethyl chloroformate → HCID 17949940, compound

HRID 2301274Notes

Reaction equation

HRID 2301274 reaction equation
[C:1]([O:5][C:6]([NH:8][CH2:9][CH2:10][CH2:11][NH2:12])=[O:7])(C)(C)[CH3:2].ClC(OCC)=O>C(Cl)Cl>[CH2:1]([O:5][C:6]([NH:8][CH2:9][CH2:10][CH2:11][NH2:12])=[O:7])[CH3:2]

Participants

4

Reactant 2

HCID 10928Ethyl chloroformateHCID 2735700tert-Butyl (3-aminopropyl)carbamate

Product 1

HCID 17949940HCID 17949940, compoundYield 141.5%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

To a solution of 0.5 g (2.9 mmol) of 3-tert-butyloxycarbonylaminopropylamine in 8 ml of DCM and 0.37 g (2.9 mmol) of NEM was added a solution of 0.32 g (0.29 mmol) of ethyl chloroformate in 2 ml of DCM. After 24 h at RT the mixture was washed with water and dried. The solvent was evaporated and the residue was stirred with 5 ml of TFA (90%). After 1 h the solvent was evaporated to give 0.6 g of the title compound. MS=147.0 (M+1)+.

Workup

  1. washAfter 24 h at RT the mixture was washed with water
  2. customdried
  3. customThe solvent was evaporated
  4. customAfter 1 h the solvent was evaporated

Sources & evidence

ORD record
ord-face84d992d74b53ac5547a071eabd38
Source dataset
uspto-grants-2002_12
Patent number
US06500803B1

Reaction notes

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