3-Methoxy-4-propoxybenzaldehyde → (3-Methoxy-4-propoxyphenyl)methanol

HRID 1835295노트

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HRID 1835295 반응식
[CH2:1]([O:4][C:5]1[CH:12]=[CH:11][C:8]([CH:9]=[O:10])=[CH:7][C:6]=1[O:13][CH3:14])[CH2:2][CH3:3]>CCO>[CH2:1]([O:4][C:5]1[CH:12]=[CH:11][C:8]([CH2:9][OH:10])=[CH:7][C:6]=1[O:13][CH3:14])[CH2:2][CH3:3]

참가 물질

3

반응물 1

HCID 5921103-Methoxy-4-propoxybenzaldehyde

생성물 1

HCID 2125298(3-Methoxy-4-propoxyphenyl)methanol수율 92.4%

시약·촉매·용매 1

HCID 702Ethanol용매

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온도
0 °C

실험 절차

Crude 4-(propyloxy)-3-methoxybenzaldehyde (2.55 g) was dissolved in EtOH (30 mL) and cooled to 0° C. NaBH (0.499 g, 13.2 mmol) was added portionwise. After the addition was completed, the ice-water bath was removed and the reaction mixture was stirred at room temperature for 2 hours. Water (50 mL) was added and the resulting mixture was extracted with diethyl ether (3×100 mL). The combined organic layers were dried over anhydrous MgSO4. Removal of the solvent gave a pale yellow oil which was purified by silica gel column chromatography (hexanes/EtOAc, 4:1) to give 4-(propyloxy)-3-methoxybenzyl alcohol (2.38 g, 92% over two steps) as a colorless oil.

후처리

  1. additionAfter the addition
  2. customthe ice-water bath was removed
  3. additionWater (50 mL) was added
  4. extractionthe resulting mixture was extracted with diethyl ether (3×100 mL)
  5. dry with materialThe combined organic layers were dried over anhydrous MgSO4
  6. customRemoval of the solvent
  7. customgave a pale yellow oil which
  8. customwas purified by silica gel column chromatography (hexanes/EtOAc, 4:1)

출처 및 근거

ORD 기록
ord-bc11d37b7fc740ffa48b80d5b60597e7
출처 데이터셋
uspto-grants-2004_08
특허 번호
US06770658B2

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