Isovaleric Acid → Chloromethyl 3-methylbutanoate

HRID 1419462ノート

反応式

HRID 1419462 の反応式
[C:1]([OH:7])(=[O:6])[CH2:2][CH:3]([CH3:5])[CH3:4].C([O-])(O)=O.[Na+].[Cl:13][CH2:14]OS(Cl)(=O)=O>S([O-])(O)(=O)=O.C([N+](CCCC)(CCCC)CCCC)CCC.O.ClCCl>[C:1]([O:7][CH2:14][Cl:13])(=[O:6])[CH2:2][CH:3]([CH3:5])[CH3:4]

参加物

7

反応物 3

HCID 10430Isovaleric AcidHCID 516892Sodium BicarbonateHCID 2733556Chloromethyl chlorosulfate

生成物 1

HCID 534383Chloromethyl 3-methylbutanoate収率 61.1%

試薬・触媒・溶媒 3

HCID 94433Tetrabutylammonium hydrogen sulfate触媒HCID 962Water溶媒HCID 6344Dichloromethane溶媒

実験手順

1.532 g of isovaleric acid (1), 5.04 g of NaHCO3 and 0.518 g of tetrabutylammonium hydrogen sulfate were dissolved in a mixture solution of 50 ml of water and 50 ml of dichloromethane, and this mixture was ice-cooled. Then, to this mixture was added 3.025 g of chloromethyl-chlorosulfonate, and the reaction mixture was stirred for 0.5 hour at the same temperature and for 3 hours at room temperature. After the reaction, the organic layer was separated, washed with saturated saline solution and dried over magnesium sulfate. After removal of the solvent under reduced pressure, the resulting residue was purified by silica gel column chromatography (hexane: chloroform=3:1) to give 1.38 g (60%) of isovaleryloxy-methylchloride [Compound (2)].

後処理

  1. temperaturecooled
  2. customAfter the reaction
  3. customthe organic layer was separated
  4. washwashed with saturated saline solution
  5. dry with materialdried over magnesium sulfate
  6. customAfter removal of the solvent under reduced pressure
  7. customthe resulting residue was purified by silica gel column chromatography (hexane: chloroform=3:1)

出典と根拠

ORDレコード
ord-6701e51660884ff3ad003b970062b79f
出典データセット
uspto-grants-1999_03
特許番号
US05886172

反応ノート

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