Water → 3-(4-Methylphenyl)propan-1-ol

HRID 2261384ノート

反応式

HRID 2261384 の反応式
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

参加物

5

反応物 3

HCID 962Water2 回HCID 14798Sodium HydroxideHCID 9855632Methyl 3-(p-tolyl)propanoate

生成物 1

HCID 2218933-(4-Methylphenyl)propan-1-ol収率 93%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

反応条件

温度
0 °C

実験手順

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%).

後処理

  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

出典と根拠

ORDレコード
ord-d2322d1f820e4ed485c22ae60201ab55
出典データセット
uspto-grants-2010_12
特許番号
US07846963B2

反応ノート

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