Triethylamine → HCID 54429677, compound

HRID 1180131Notes

Reaction equation

HRID 1180131 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-83ae521e68954cc2b93b177150ebcb58
Source dataset
uspto-grants-2007_10
Patent number
US07279582B2

Reaction notes

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