Benzyl chloroformate → HCID 16778897, compound

HRID 334525Notes

Reaction equation

HRID 334525 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:13]=[C:14]([Cl:16])[CH:15]=1)[C:5]([NH:7][NH:8][C:9](=[O:12])[CH2:10][Cl:11])=O.C(Cl)(OCC1C=CC=CC=1)=O>C(Cl)Cl>[Cl:11][CH2:10][C:9]1[O:12][C:5]([C:4]2[CH:3]=[C:2]([Cl:1])[CH:15]=[C:14]([Cl:16])[CH:13]=2)=[N:7][N:8]=1

Participants

4

Reactant 2

HCID 10387Benzyl chloroformateHCID 13365860HCID 13365860, compound2×

Product 1

HCID 16778897HCID 16778897, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a stirred solution of compound 6 (1.0 g, 6.36 mmol) and Et3 N (0.96 g, 9.50 mmol) in DCM, was added CbzCl (1.30 g, 7.64 mmol) slowly. The mixture was stirred at ambient temperature overnight. Then TLC showed-compound 6 had disappeared. The mixture was washed with brine, dried with Na2SO4 and concentrated to give crude product 7 as a colorless oil which was used in the next step without any purification.

Workup

  1. washThe mixture was washed with brine
  2. dry with materialdried with Na2SO4
  3. concentrationconcentrated

Sources & evidence

ORD record
ord-0cc6f20d13ab4dbe9ad7ef603987e5c1
Source dataset
uspto-grants-2014_11
Patent number
US08883827B2

Reaction notes

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