Water → HCID 18690137, compound

HRID 1872094Notes

Reaction equation

HRID 1872094 reaction equation
[NH2:1][CH2:2][C:3]1([C:13]2([OH:19])[CH2:18][CH2:17][CH2:16][CH2:15][CH2:14]2)[C:6]2[CH:7]=[C:8]([O:11][CH3:12])[CH:9]=[CH:10][C:5]=2[CH2:4]1.C(N(CC)CC)C.Cl[C:28]([O:30][CH2:31][CH3:32])=[O:29].O>C(Cl)Cl>[OH:19][C:13]1([C:3]2([CH2:2][NH:1][C:28](=[O:29])[O:30][CH2:31][CH3:32])[C:6]3[CH:7]=[C:8]([O:11][CH3:12])[CH:9]=[CH:10][C:5]=3[CH2:4]2)[CH2:14][CH2:15][CH2:16][CH2:17][CH2:18]1

Participants

6

Reactant 4

HCID 962WaterHCID 8471TriethylamineHCID 10928Ethyl chloroformateHCID 18690139HCID 18690139, compound

Product 1

HCID 18690137HCID 18690137, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

A solution of 2 g (7.65 mM) of the compound obtained in Step D and 2.6 ml (19.8 mM) of triethylamine in 100 ml of methylene chloride is poured into a solution, cooled to 0° C., of 0.61 ml (7.65 mM) of ethyl chloroformate in 50 ml of methylene chloride. Stirring is carried out for 24 hours at room temperature, and the mixture is siluted with water and extracted with methylene chloride. The organic phases are washed first with 1N HCl and then with water until neutral and finally dried over MgSO4 to yield, after evaporation, 2.2 g of the expected product.

Workup

  1. extractionextracted with methylene chloride
  2. washThe organic phases are washed first with 1N HCl
  3. dry with materialwith water until neutral and finally dried over MgSO4
  4. customto yield
  5. customafter evaporation, 2.2 g of the expected product

Sources & evidence

ORD record
ord-b49a2b990ff24ccfa16a14ddc7ab329a
Source dataset
uspto-grants-2000_08
Patent number
US06107345

Reaction notes

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