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

HRID 1521

반응식

HRID 1521 반응식
[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

참가 물질

4

반응물 2

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

생성물 1

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

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

반응 조건

온도
0 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-d01bdcbca7ae4670b375df3584280165
출처 데이터셋
uspto-grants-1998_03
특허 번호
US05726165

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