O-Cresol → ((4-Hydroxy-3-methylphenyl)sulfanyl)formonitrile

HRID 845087

반응식

HRID 845087 반응식
[S-:1][C:2]#[N:3].[Na+].[C:5]1([CH3:12])[C:10]([OH:11])=[CH:9][CH:8]=[CH:7][CH:6]=1.BrBr>CO>[OH:11][C:10]1[CH:9]=[CH:8][C:7]([S:1][C:2]#[N:3])=[CH:6][C:5]=1[CH3:12]

참가 물질

5

반응물 3

HCID 335O-CresolHCID 24408BromineHCID 516871Sodium thiocyanate

생성물 1

HCID 220928((4-Hydroxy-3-methylphenyl)sulfanyl)formonitrile

시약·촉매·용매 1

HCID 887Methanol용매2회

실험 절차

Sodium thiocyanate (23.5 g, 0.29 mole) was added to a solution of ortho-cresol (31.4 g, 0.29 mole) in methyl alcohol (225 ml) and cooled by an ice bath. A solution of bromine (46.4 g, 0.29 mole) in methyl alcohol (50 ml) was added dropwise over 45 minutes. The reaction was filtered and poured into water (400 ml). Sodium thiosulfate was added to eliminate the color (yellow). The product was extracted into ethyl ether (2×200 ml). The ethyl ether extracts were washed with water (100 ml), 1N hydrochloric acid (200 ml) and saturated sodium chloride (50 ml), dried over magnesium sulfate, filtered and concentrated. The product was purified by chromatography on silica. The structure was confirmed by NMR and IR spectroscopy.

후처리

  1. temperaturecooled by an ice bath
  2. filtrationThe reaction was filtered
  3. additionpoured into water (400 ml)
  4. additionSodium thiosulfate was added
  5. extractionThe product was extracted into ethyl ether (2×200 ml)
  6. washThe ethyl ether extracts were washed with water (100 ml), 1N hydrochloric acid (200 ml) and saturated sodium chloride (50 ml)
  7. dry with materialdried over magnesium sulfate
  8. filtrationfiltered
  9. concentrationconcentrated
  10. customThe product was purified by chromatography on silica

출처 및 근거

ORD 기록
ord-642e9e8d281d45b289c97ffd50a54698
출처 데이터셋
uspto-grants-1988_07
특허 번호
US04755524

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