Water → 4-(Bromomethyl)-1,1-difluorocyclohexane

HRID 1443603노트

반응식

HRID 1443603 반응식
C1(C)C=CC(S(O[CH2:11][CH:12]2[CH2:17][CH2:16][C:15]([F:19])([F:18])[CH2:14][CH2:13]2)(=O)=O)=CC=1.O.[Br-:22].[Li+].O>CC(C)=O>[Br:22][CH2:11][CH:12]1[CH2:17][CH2:16][C:15]([F:19])([F:18])[CH2:14][CH2:13]1

참가 물질

5

반응물 3

HCID 962WaterHCID 23224632(4,4-Difluorocyclohexyl)methyl 4-methylbenzenesulfonateHCID 23702478Lithium bromide hydrate

생성물 1

HCID 533503614-(Bromomethyl)-1,1-difluorocyclohexane수율 72.4%

시약·촉매·용매 1

HCID 180Acetone용매

실험 절차

In 15 ml of acetone, 1.5 g of 4,4-difluorocyclohexylmethyl p-toluenesulfonate was dissolved. Thereto 1.6 g of lithium bromide monohydrate was added and the mixture was heated under reflux for 8 hours. After the reaction mixture was cooled to room temperature, water was added and the mixture was extracted with t-butyl methyl ether. The organic layer was washed with aqueous saturated sodium chloride, dried over anhydrous magnesium sulfate, and then concentrated under reduced pressure. The residue was subjected to silica gel column chromatography to obtain 0.76 g of 4-bromomethyl-1,1-difluorocyclohexane.

후처리

  1. temperaturethe mixture was heated
  2. temperatureunder reflux for 8 hours
  3. extractionthe mixture was extracted with t-butyl methyl ether
  4. washThe organic layer was washed with aqueous saturated sodium chloride
  5. dry with materialdried over anhydrous magnesium sulfate
  6. concentrationconcentrated under reduced pressure

출처 및 근거

ORD 기록
ord-2976c8297e0242aba5c661d1567f0e3a
출처 데이터셋
uspto-grants-2010_02
특허 번호
US07662402B2

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