Hydrazine → (2,3-Dihydrobenzofuran-2-yl)methanamine

HRID 2110780Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2110780
[O:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[CH2:3][CH:2]1[CH2:10][N:11]1C(=O)C2C(=CC=CC=2)C1=O.NN>CO.C(Cl)Cl>[O:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[CH2:3][CH:2]1[CH2:10][NH2:11]

Komponenten

5

Edukt 2

HCID 9321HydrazineHCID 690694492-(2,3-Dihydro-benzofuran-2-ylmethyl)-isoindole-1,3-dione

Produkt 1

HCID 29905(2,3-Dihydrobenzofuran-2-yl)methanamine

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 887MethanolLösungsmittelHCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

To a solution of 2-(2,3-dihydro-benzofuran-2-ylmethyl)-isoindole-1,3-dione (0.97 g, 3.47 mmol) in MeOH (15 mL) and CH2Cl2 (5 mL) is added hydrazine (0.55 mL, 17.4 mmol). After 20 h at rt, the mixture is filtered off and the filtrate is concentrated. The residue is diluted with water (50 mL), and extracted with CH2Cl2 (2×50 mL). The extracts are dried (MgSO4), filtered, and concentrated to afford C-(2,3-dihydro-benzofuran-2-yl)-methylamine, which is used for a next step without further purification. LCMS: RT=1.25 minutes; MS: 150 (M+H).

Aufarbeitung

  1. filtrationthe mixture is filtered off
  2. concentrationthe filtrate is concentrated
  3. additionThe residue is diluted with water (50 mL)
  4. extractionextracted with CH2Cl2 (2×50 mL)
  5. dry with materialThe extracts are dried (MgSO4)
  6. filtrationfiltered
  7. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-7e512a81f9504015b79b428475a48ea3
Quelldatensatz
uspto-grants-2009_04
Patentnummer
US07517889B2

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