Carbon tetrabromide → 4-(Bromomethyl)phenyl acetate

HRID 446199

Reaktionsgleichung

Reaktionsgleichung von HRID 446199
[C:1]([O:4][C:5]1[CH:10]=[CH:9][C:8]([CH2:11]O)=[CH:7][CH:6]=1)(=[O:3])[CH3:2].C(Br)(Br)(Br)[Br:14].C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1>C(Cl)Cl>[C:1]([O:4][C:5]1[CH:10]=[CH:9][C:8]([CH2:11][Br:14])=[CH:7][CH:6]=1)(=[O:3])[CH3:2]

Komponenten

5

Edukt 3

HCID 11205Carbon tetrabromideHCID 11776TriphenylphosphineHCID 959064-Acetoxybenzyl alcohol

Produkt 1

HCID 109987714-(Bromomethyl)phenyl acetateAusbeute 79 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

To the solution of 4-hydroxymethylphenol acetate (2.50 g, 15.0 mmol) and carbon tetrabromide (5.97 g, 18.0 mmol) in 40 ml of methylene chloride was added triphenylphosphine (4.73 g, 180 mmol) under nitrogen. The resultant mixture was stirred for 3 hours. The product was purified by flash chromatography using heptane/ethyl acetate (90/10-80/20) as eluent in a yield of 79%.

Aufarbeitung

  1. customThe product was purified by flash chromatography

Quellen und Nachweise

ORD-Eintrag
ord-fc733c6b446f4213ba233c61ef64153c
Quelldatensatz
uspto-grants-2013_07
Patentnummer
US08476450B2

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