Triethylamine → HCID 54429677, compound

HRID 1416564Notes

Reaction equation

HRID 1416564 reaction equation
[Cl:1][CH2:2][CH2:3][CH2:4][N:5]=[C:6]=[O:7].Cl.[CH3:9][O:10][C:11](=[O:17])[C@H:12]([CH:14]([CH3:16])[CH3:15])[NH2:13].C(N(CC)CC)C>C1COCC1>[CH3:9][O:10][C:11](=[O:17])[C@H:12]([CH:14]([CH3:16])[CH3:15])[NH:13][C:6]([NH:5][CH2:4][CH2:3][CH2:2][Cl:1])=[O:7]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 111190Methyl valinate hydrochlorideHCID 166752Propane, 1-chloro-3-isocyanato-

Product 1

HCID 54429677HCID 54429677, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

3-Chloropropylisocyanate (0.31 mL, 3.0 mmol) was added to a slurry of L-valine methyl ester hydrochloride (0.5 g, 3.0 mmol) and triethylamine (0.42 mL, 3.0 mmol) in THF (10 mL). The reaction mixture was stirred for 4 hours at room temperature and was then quenched with the addition of aqueous sodium bicarbonate. The quenched reaction mixture was extracted with ethyl acetate. The organic layer was separated, dried and evaporated to give the desired product.

Workup

  1. customwas then quenched with the addition of aqueous sodium bicarbonate
  2. customThe quenched reaction mixture
  3. extractionwas extracted with ethyl acetate
  4. customThe organic layer was separated
  5. customdried
  6. customevaporated

Sources & evidence

ORD record
ord-f0069855a4a4473f95f28c64b6547562
Source dataset
uspto-grants-1999_06
Patent number
US05914332

Reaction notes

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