Water → 3-(4-Methylphenyl)propan-1-ol

HRID 2261384

반응식

HRID 2261384 반응식
C[O:2][C:3](=O)[CH2:4][CH2:5][C:6]1[CH:11]=[CH:10][C:9]([CH3:12])=[CH:8][CH:7]=1.O.[OH-].[Na+]>O1CCCC1>[C:9]1([CH3:12])[CH:8]=[CH:7][C:6]([CH2:5][CH2:4][CH2:3][OH:2])=[CH:11][CH:10]=1

참가 물질

5

반응물 3

HCID 962Water2회HCID 14798Sodium HydroxideHCID 9855632Methyl 3-(p-tolyl)propanoate

생성물 1

HCID 2218933-(4-Methylphenyl)propan-1-ol수율 93%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

반응 조건

온도
0 °C

실험 절차

1.24 g of 3-p-tolyl-propionic acid methyl ester (40ab) prepared by above Step 2 was dissolved in 100 ml of tetrahydrofuran under Argon atmosphere. Then 27 ml of lithium aluminium-hydride was added thereto with stirring for 2 hrs at 0° C. After 3 ml of distilled water, 3 ml of NaOH (1N) and 9 ml of distilled water were added to the reaction mixture sequentially, the mixture was stirred for 30 min and filtered using cellite in glass filter and concentrated in vacuo. The resultant was purified by Silica gel column chromatography with a solvent mixture mixed with methanol and chloroform (1:2) as an eluant to give 971 mg of 3-p-tolyl-propane-1-ol (40ac) (yield: 93%).

후처리

  1. additionThen 27 ml of lithium aluminium-hydride was added
  2. stirringthe mixture was stirred for 30 min
  3. filtrationfiltered
  4. filtrationfilter
  5. concentrationconcentrated in vacuo
  6. customThe resultant was purified by Silica gel column chromatography with a solvent mixture
  7. additionmixed with methanol and chloroform (1:2) as an eluant

출처 및 근거

ORD 기록
ord-d2322d1f820e4ed485c22ae60201ab55
출처 데이터셋
uspto-grants-2010_12
특허 번호
US07846963B2

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