Water → 2-[1-(3-Chlorophenoxy)ethyl]benzyl alcohol

HRID 1755659ノート

反応式

HRID 1755659 の反応式
[Cl:1][C:2]1[CH:3]=[C:4]([CH:18]=[CH:19][CH:20]=1)[O:5][CH:6]([C:8]1[CH:17]=[CH:16][CH:15]=[CH:14][C:9]=1[C:10](OC)=[O:11])[CH3:7].[H-].[Al+3].[Li+].[H-].[H-].[H-].O>C1COCC1>[Cl:1][C:2]1[CH:3]=[C:4]([CH:18]=[CH:19][CH:20]=1)[O:5][CH:6]([C:8]1[CH:17]=[CH:16][CH:15]=[CH:14][C:9]=1[CH2:10][OH:11])[CH3:7]

参加物

5

反応物 3

HCID 962WaterHCID 18764887Methyl 2-[1-(3-chlorophenoxy)ethyl]benzoateHCID 21226445Aluminium lithium hydride

生成物 1

HCID 537723372-[1-(3-Chlorophenoxy)ethyl]benzyl alcohol収率 85%

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

A solution of the crude methyl 2-[1-(3-chlorophenoxy)ethyl]benzoate described above (14.8 g) in THF (50 ml) was added dropwise to a stirred suspension of lithium aluminium hydride (1.93 g) in THF (70 ml) cooled to 0°-5° C. Following the addition, the reaction mixture was stirred at about 0° C. for 30 minutes, then at room temperature for 2 hours. It was poured carefully into water and was extracted with ether. The extracts were washed successively with water (×2) and brine, then dried and concentrated to give 2-[1-(3-chlorophenoxy)ethyl]benzyl alcohol (11.72 g, 85% pure by GC) as a yellow oil.

後処理

  1. temperaturecooled to 0°-5° C
  2. additionthe addition
  3. waitat room temperature for 2 hours
  4. extractionwas extracted with ether
  5. washThe extracts were washed successively with water (×2) and brine
  6. customdried
  7. concentrationconcentrated

出典と根拠

ORDレコード
ord-306db643e60b4ae5a3cb5edb47376407
出典データセット
uspto-grants-1995_08
特許番号
US05438059

反応ノート

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