Sodium borohydride → 1-(7-Chloro-6-methyl-2,3,4,5-tetrahydro-1,4-benzoxazepin-9-yl)ethanol

HRID 626817Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 626817
[Cl:1][C:2]1[CH:3]=[C:4]([C:14](=[O:16])[CH3:15])[C:5]2[O:11][CH2:10][CH2:9][N:8]=[CH:7][C:6]=2[C:12]=1[CH3:13].[BH4-].[Na+]>CO>[Cl:1][C:2]1[CH:3]=[C:4]([CH:14]([OH:16])[CH3:15])[C:5]2[O:11][CH2:10][CH2:9][NH:8][CH2:7][C:6]=2[C:12]=1[CH3:13]

Komponenten

4

Edukt 2

HCID 4311764Sodium borohydrideHCID 866975131-(7-Chloro-6-methyl-2,3-dihydro-1,4-benzoxazepin-9-yl)ethanone

Produkt 1

HCID 866975141-(7-Chloro-6-methyl-2,3,4,5-tetrahydro-1,4-benzoxazepin-9-yl)ethanolAusbeute 92,3 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

1-(7-Chloro-6-methyl-2,3-dihydro-1,4-benzoxazepin-9-yl)ethanone (630 mg, 2.6 mmol) was stirred in methanol (20 mL) and cooled to 0° C. Sodium tetrahydroborate (150 mg, 4.0 mmol) was added. The mixture was stirred for 1 hour at room temperature and evaporated. The mixture was extracted with ethyl acetate, washed with saturated sodium bicarbonate, brine, dried over sodium sulfate, filtered and evaporated gave the desired compound (580 mg, 90%). LCMS calculated for C12H17ClNO2 (M+H)+: m/z=242.1; found: 242.0.

Aufarbeitung

  1. customevaporated
  2. extractionThe mixture was extracted with ethyl acetate
  3. washwashed with saturated sodium bicarbonate, brine
  4. dry with materialdried over sodium sulfate
  5. filtrationfiltered
  6. customevaporated

Quellen und Nachweise

ORD-Eintrag
ord-c576c389c45d4d34924bfe5aec4b848e
Quelldatensatz
uspto-grants-2016_04
Patentnummer
US09309251B2

Notizen zur Reaktion

Wird geladen…