Dimethylformamide → Tert-butyl 3-(3-bromobenzyloxy)phenylcarbamate

HRID 1896613

Reaktionsgleichung

Reaktionsgleichung von HRID 1896613
[OH:1][C:2]1[CH:3]=[C:4]([NH:8][C:9](=[O:15])[O:10][C:11]([CH3:14])([CH3:13])[CH3:12])[CH:5]=[CH:6][CH:7]=1.C([O-])([O-])=O.[K+].[K+].[Br:22][C:23]1[CH:24]=[C:25]([CH:28]=[CH:29][CH:30]=1)[CH2:26]Br.CN(C=O)C>O>[Br:22][C:23]1[CH:24]=[C:25]([CH:28]=[CH:29][CH:30]=1)[CH2:26][O:1][C:2]1[CH:3]=[C:4]([NH:8][C:9](=[O:15])[O:10][C:11]([CH3:12])([CH3:14])[CH3:13])[CH:5]=[CH:6][CH:7]=1

Komponenten

6

Edukt 4

HCID 6228DimethylformamideHCID 11430Potassium CarbonateHCID 699793-Bromobenzyl bromideHCID 312485tert-butyl N-(3-hydroxyphenyl)carbamate

Produkt 1

HCID 59418705Tert-butyl 3-(3-bromobenzyloxy)phenylcarbamate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Reaktionsbedingungen

Temperatur
60 °C

Versuchsvorschrift

To tert-butyl 3-hydroxyphenylcarbamate (0.245 g, 1.17 mmol), K2CO3 (404 mg, 2.93 mmol), and 3-bromobenzyl bromide (322 mg, 1.29 mmol) was added anhydrous DMF (5 mL). The reaction mixture was heated to 60° C. for 18 hours. The reaction mixture was cooled to rt, poured into water and the resulting precipitate was collected by filtration and washed with water to provide the desired product tert-butyl 3-(3-bromobenzyloxy)phenylcarbamate (34A) with sufficient purity for subsequent use.

Aufarbeitung

  1. temperatureThe reaction mixture was cooled to rt
  2. filtrationthe resulting precipitate was collected by filtration
  3. washwashed with water

Quellen und Nachweise

ORD-Eintrag
ord-94bb1667a57f46eb981a0628217bd1d1
Quelldatensatz
uspto-grants-2013_08
Patentnummer
US08518970B2

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