Methyl 5-(benzyloxy)-2-hydroxybenzoate → 4-(Benzyloxy)-2-(hydroxymethyl)phenol

HRID 1521

反応式

HRID 1521 の反応式
[H-].[Al+3].[Li+].[H-].[H-].[H-].C[O:8][C:9](=O)[C:10]1[CH:15]=[C:14]([O:16][CH2:17][C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)[CH:13]=[CH:12][C:11]=1[OH:24]>O1CCCC1>[CH2:17]([O:16][C:14]1[CH:13]=[CH:12][C:11]([OH:24])=[C:10]([CH2:9][OH:8])[CH:15]=1)[C:18]1[CH:19]=[CH:20][CH:21]=[CH:22][CH:23]=1

参加物

4

反応物 2

HCID 13026913Methyl 5-(benzyloxy)-2-hydroxybenzoateHCID 21226445Aluminium lithium hydride

生成物 1

HCID 196909214-(Benzyloxy)-2-(hydroxymethyl)phenol

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

反応条件

温度
0 °C

実験手順

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.

後処理

  1. temperatureThe mixture was warmed to room temperature
  2. temperatureThe reaction was then cooled to 0° C.
  3. customcautiously quenched by the addition of water (0.5 ml), 2M sodium hydroxide solution (0.5 ml), and water (1 ml)
  4. stirringThe resulting mixture was stirred at room temperature for 30 minutes
  5. filtrationfiltered
  6. customThe filtrate was evaporated in vacuo

出典と根拠

ORDレコード
ord-d01bdcbca7ae4670b375df3584280165
出典データセット
uspto-grants-1998_03
特許番号
US05726165

関連ノート

読み込み中…