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

HRID 986304

反応式

HRID 986304 の反応式
[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]

参加物

5

反応物 3

HCID 335O-CresolHCID 24408BromineHCID 516871Sodium thiocyanate

生成物 1

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

試薬・触媒・溶媒 1

HCID 887Methanol溶媒2 回

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-888356221b814c28af246eba07e19308
出典データセット
uspto-grants-1987_12
特許番号
US04711903

関連ノート

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