Thionyl Chloride → HCID 178509688, 화합물

HRID 35922노트

반응식

HRID 35922 반응식
O[C:2]1([CH:8]([C:14]2[CH:21]=[CH:20][C:17]([C:18]#[N:19])=[CH:16][CH:15]=2)[C:9]2[N:10]=[N:11][NH:12][CH:13]=2)[CH2:7][CH2:6][CH2:5][CH2:4][CH2:3]1.S(Cl)(Cl)=O>ClCCl>[C:2]1(=[C:8]([C:14]2[CH:21]=[CH:20][C:17]([C:18]#[N:19])=[CH:16][CH:15]=2)[C:9]2[N:10]=[N:11][NH:12][CH:13]=2)[CH2:3][CH2:4][CH2:5][CH2:6][CH2:7]1

참가 물질

4

반응물 2

HCID 24386Thionyl ChlorideHCID 178509702HCID 178509702, 화합물

생성물 1

HCID 178509688HCID 178509688, 화합물수율 36.5%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

7.6 g of crude 4-[1-hydroxycyclohex-1-yl-1(1,2,3-triazolyl)methyl]benzonitrile is dissolved at 0° in 50 ml of dichloromethane and stirred at 0° for 1 hour with 22.7 ml of thionyl chloride. Then the mixture is concentrated to dryness under vacuum, dissolved in 50 ml of dichloromethane, stirred with 30 ml of triethylamine for 2 hours, diluted with water, extracted three times with ethyl acetate, washed with water, dried over sodium sulfate, concentrated to dryness under vacuum, and chromatographed on silica gel with hexane/ethyl acetate, thus obtaining 2.6 g of 4-[1-cyclohexylidene-1-(1,2,3-triazolyl) methyl]benzonitrile as the free base, 132°-133° C.

후처리

  1. concentrationThen the mixture is concentrated to dryness under vacuum
  2. dissolutiondissolved in 50 ml of dichloromethane
  3. additiondiluted with water
  4. extractionextracted three times with ethyl acetate
  5. washwashed with water
  6. dry with materialdried over sodium sulfate
  7. concentrationconcentrated to dryness under vacuum
  8. customchromatographed on silica gel with hexane/ethyl acetate

출처 및 근거

ORD 기록
ord-ffd79699cef1406caf3460af27aa43a7
출처 데이터셋
uspto-grants-1995_05
특허 번호
US05411982

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