Isovaleric Acid → Chloromethyl 3-methylbutanoate

HRID 1419462노트

반응식

HRID 1419462 반응식
[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]

참가 물질

7

반응물 3

HCID 10430Isovaleric AcidHCID 516892Sodium BicarbonateHCID 2733556Chloromethyl chlorosulfate

생성물 1

HCID 534383Chloromethyl 3-methylbutanoate수율 61.1%

시약·촉매·용매 3

HCID 94433Tetrabutylammonium hydrogen sulfate촉매HCID 962Water용매HCID 6344Dichloromethane용매

실험 절차

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)].

후처리

  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)

출처 및 근거

ORD 기록
ord-6701e51660884ff3ad003b970062b79f
출처 데이터셋
uspto-grants-1999_03
특허 번호
US05886172

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