Acetic Anhydride → 1-Chloro-4-acetoxy-4-methylnonane

HRID 26596

反応式

HRID 26596 の反応式
Br[CH2:2][CH2:3][CH2:4][CH2:5][CH3:6].[Mg].[Cl:8][CH2:9][CH2:10][CH2:11]C(=O)C.[C:15]([O:18][C:19](=O)[CH3:20])(=[O:17])[CH3:16]>CCOCC.O>[Cl:8][CH2:9][CH2:10][CH2:11][C:19]([O:18][C:15](=[O:17])[CH3:16])([CH3:20])[CH2:2][CH2:3][CH2:4][CH2:5][CH3:6]

参加物

7

反応物 4

HCID 7918Acetic AnhydrideHCID 80571-BromopentaneHCID 799932-Pentanone, 5-chloro-HCID 5462224Magnesium

生成物 1

HCID 203860911-Chloro-4-acetoxy-4-methylnonane

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 3283Diethyl Ether溶媒

反応条件

温度
25 °C

実験手順

To the Grignard reagent prepared from 1-bromopentane (4.8 g., 0.04 mole) and magnesium (0.96 g., 0.04 mole) in ether is added 5-chloro-2-pentanone (6.0 g., 0.04 mole). The reaction mixture is stirred at 25° C. for 1 hour and then cooled to 15° C. Acetic anhydride (6 ml., excess) is added carefully and the solution is allowed to stand for 20 hours. Water is added, and the ether layer is separated, washed with brine, and dried over sodium sulfate. Distillation affords the title compound in 4.3 g. (46%) yield, b.p. 88° C. (0.1 mm.).

後処理

  1. temperaturecooled to 15° C
  2. waitto stand for 20 hours
  3. customthe ether layer is separated
  4. washwashed with brine
  5. dry with materialdried over sodium sulfate
  6. distillationDistillation

出典と根拠

ORDレコード
ord-128778f48ccd4e9884777d39704485c0
出典データセット
uspto-grants-1979_04
特許番号
US04150235

関連ノート

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