Triethylamine → N-(2(R)-hydroxy-1(S)-indanyl)-3-phenylpropaneamide

HRID 36335

Reaktionsgleichung

Reaktionsgleichung von HRID 36335
[OH:1][C@@H:2]1[CH2:10][C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[C@@H:3]1[NH2:11].C(N(CC)CC)C.[C:19](Cl)(=[O:28])[CH2:20][CH2:21][C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1>C(Cl)Cl>[OH:1][C@@H:2]1[CH2:10][C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[C@@H:3]1[NH:11][C:19](=[O:28])[CH2:20][CH2:21][C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1

Komponenten

5

Edukt 3

HCID 8471TriethylamineHCID 64801Benzenepropanoyl chlorideHCID 9866743(1S,2R)-(-)-1-Amino-2-indanol

Produkt 1

HCID 22857039N-(2(R)-hydroxy-1(S)-indanyl)-3-phenylpropaneamide

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel3×

Versuchsvorschrift

To a cold (0° C.) solution of methylene chloride (30 ml) containing 2(R)-hydroxy-1(S)-aminoindane (750 mg, 5.0 mmol) and triethylamine (606 mg, 6.0 mmol) was added a solution of hydrocinnamoyl chloride (843 mg, 5.0 mmol) in 5 ml of methylene chloride. After 2 hr the reaction was poured into a separatory funnel containing 50 ml of methylene chloride and washed with 10% citric acid solution (2×30 ml). The organic layer was dried, filtered and concentrated to afford a white solid.

Aufarbeitung

  1. additionAfter 2 hr the reaction was poured into a separatory funnel
  2. washwashed with 10% citric acid solution (2×30 ml)
  3. customThe organic layer was dried
  4. filtrationfiltered
  5. concentrationconcentrated
  6. customto afford a white solid

Quellen und Nachweise

ORD-Eintrag
ord-c6b393091b0d4e87a9a90ad1c747c4d7
Quelldatensatz
uspto-grants-1995_05
Patentnummer
US05413999

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