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Hydrochloric Acid → 2-(Phenylthio)-5-(trifluoromethyl)benzenemethanol

HRID 435717
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HRID 435717 반응식
[BH4-].[Li+].[C:3]1([S:9][C:10]2[CH:19]=[CH:18][C:17]([C:20]([F:23])([F:22])[F:21])=[CH:16][C:11]=2[C:12](OC)=[O:13])[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.Cl.O>O1CCCC1>[C:3]1([S:9][C:10]2[CH:19]=[CH:18][C:17]([C:20]([F:23])([F:21])[F:22])=[CH:16][C:11]=2[CH2:12][OH:13])[CH:4]=[CH:5][CH:6]=[CH:7][CH:8]=1
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 4148881Lithium borohydrideHCID 21456046HCID 21456046, 화합물

생성물 1

HCID 122239522-(Phenylthio)-5-(trifluoromethyl)benzenemethanol

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

반응 조건

온도
2 °C

실험 절차

21.5 g of lithium borohydride are suspended in 375 ml of tetrahydrofuran under a nitrogen atmosphere and heated to reflux. This suspension is treated dropwise under reflux over a period of 20 minutes with a solution of 130 g of methyl 2-(phenylthio)-5-trifluoromethyl-benzoate in 600 ml of tetrahydrofuran. The mixture is stirred under reflux for 2 hours and subsequently cooled to 2° C. The mixture is treated over a period of 10 minutes with 450 ml of 2-N aqueous hydrochloric acid in such a manner that the temperature does not exceed 10° C. After the addition of 750 ml of water, the mixture is extracted with 1000 ml of ether. The organic phase is washed twice with 300 ml of water each time, dried over sodium sulphate, filtered and evaporated. There is obtained 2-(phenylthio)-5-trifluoromethyl-benzyl alcohol as a light-yellow oil which crystallises spontaneously; melting point 84° C.

후처리

  1. temperatureheated to reflux
  2. additionThis suspension is treated dropwise
  3. temperatureunder reflux for 2 hours
  4. customdoes not exceed 10° C
  5. extractionthe mixture is extracted with 1000 ml of ether
  6. washThe organic phase is washed twice with 300 ml of water each time
  7. dry with materialdried over sodium sulphate
  8. filtrationfiltered
  9. customevaporated

출처 및 근거

ORD 기록
ord-0e03a8da1f504778a9c7657b5f5996a7
출처 데이터셋
uspto-grants-1977_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04006144

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