Sodium Hydroxide → [2-Bromo-5-(hydroxymethyl)phenyl]methanol

Temperatur

10 °C

An about 93:7 mixture (36.7 g) of 2,4-bis(acetoxymethyl)bromobenzene and 2,6-bis(acetoxymethyl)bromobenzene was dissolved in methanol (183 ml) and cooled to 10° C. To this solution was added dropwise 10% aqueous sodium hydroxide solution (133 g). The reaction mixture was stirred at room temperature for 1 hr, and the solvent (about 200 ml) was evaporated. The residue was neutralized with dilute hydrochloric acid (about 200 ml). To the neutralized solution was added toluene (150 ml) and the mixture was stirred at 80-85° C. for 1 hr and cooled. The resulting crystals were collected by filtration and dried under reduced pressure to give an about 93:7 mixture (22.2 g, 83.7%) of 2,4-bis(hydroxymethyl)bromobenzene and 2,6-bis(hydroxymethyl)bromobenzene as almost white crystals. 2,4-bis(Hydroxymethyl)bromobenzene was isolated by preparative HPLC and used in the measurement. mixture:

1. customthe solvent (about 200 ml) was evaporated
2. additionTo the neutralized solution was added toluene (150 ml)
3. stirringthe mixture was stirred at 80-85° C. for 1 hr
4. temperaturecooled
5. filtrationThe resulting crystals were collected by filtration
6. customdried under reduced pressure

ORD-Eintrag

ord-72922b3b6b254c8f92d8d4ac4d9988d8

Quelldatensatz

uspto-grants-2002_05

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US06395910B2