تفاعل #1617

ord-d01bdcbca7ae4670b375df3584280165

معادلة التفاعل

[Al+3].[H-].[H-].[H-].[H-].[Li+]
Lithium aluminium hydride
COC(=O)c1cc(OCc2ccccc2)ccc1O
5-Benzyloxy-2-hydroxy benzoic acid methyl ester
OCc1cc(OCc2ccccc2)ccc1O
4-benzyloxy-2-hydroxymethyl phenol

ظروف التفاعل

درجة الحرارة
0°CELSIUS
الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    درجة الحرارةThe mixture was warmed to room temperature
  2. 2
    درجة الحرارةThe reaction was then cooled to 0° C.
  3. 3
    أخرىcautiously quenched by the addition of water (0.5 ml), 2M sodium hydroxide solution (0.5 ml), and water (1 ml)
  4. 4
    workup.STIRRINGThe resulting mixture was stirred at room temperature for 30 minutes
  5. 5
    ترشيحfiltered
  6. 6
    أخرىThe filtrate was evaporated in vacuo

الإجراء التجريبي

Lithium aluminium hydride (0.235 g, 6.2 mMol) was suspended in tetrahydrofuran (25 ml) and cooled to 0° C. 5-Benzyloxy-2-hydroxy benzoic acid methyl ester (2 g, 7.75 mMol) in tetrahydrofuran (10 ml) was added dropwise, via cannula. The mixture was warmed to room temperature and stirred for 20 minutes. The reaction was then cooled to 0° C. and cautiously quenched by the addition of water (0.5 ml), 2M sodium hydroxide solution (0.5 ml), and water (1 ml). The resulting mixture was stirred at room temperature for 30 minutes and filtered. The filtrate was evaporated in vacuo to yield 4-benzyloxy-2-hydroxymethyl phenol as a clear oil which was used in the next step without further purification.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US05726165uspto-grants-1998_03