Water → 4-Mercapto-2-methylphenol

HRID 70079

반응식

HRID 70079 반응식
[H-].[H-].[H-].[H-].[Al+3].[Li+].[CH3:7][C:8]1[CH:9]=[C:10]([S:15]C#N)[CH:11]=[CH:12][C:13]=1[OH:14].O>O1CCCC1>[CH3:7][C:8]1[CH:9]=[C:10]([SH:15])[CH:11]=[CH:12][C:13]=1[OH:14]

참가 물질

5

반응물 3

HCID 962WaterHCID 220928((4-Hydroxy-3-methylphenyl)sulfanyl)formonitrileHCID 21226445Aluminium lithium hydride

생성물 1

HCID 113209744-Mercapto-2-methylphenol

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

반응 조건

온도
0 °C

실험 절차

In a 250 ml three-necked flask, to a stirred mixture of lithium aluminum tetrahydride (LiAlH4, 0.8 g, 21 mmol) and tetrahydrofuran (30 ml) was added dropwise a solution of 3-methyl-4-hydroxy-phenyl thiocyanic acid (1.1 g, 6.6 mmol) in tetrahydrofuran (THF 30 ml) at 0° C. (cooled with chilled water). After 30 min of stirring at 0° C. and another 2 hours of stirring at room temperature, the reaction was quenched by addition of broken ice in an ice water bath. The value of pH of the mixture was adjusted to 3-4 by adding 6 N hydrochloric acid, and then the aqueous phase was extracted with ethyl acetate (3×100 ml). The combined organic layer was washed with a saturated solution of sodium chloride (2×100 ml), dried over anhydrous magnesium sulfate, filtrated, and evaporated in vacuo to yield a crude product of 3-methyl-4-hydroxy-mercaptobenzene (yellow liquid).

후처리

  1. stirringof stirring at room temperature
  2. customthe reaction was quenched by addition of broken ice in an ice water bath
  3. additionby adding 6 N hydrochloric acid
  4. extractionthe aqueous phase was extracted with ethyl acetate (3×100 ml)
  5. washThe combined organic layer was washed with a saturated solution of sodium chloride (2×100 ml)
  6. dry with materialdried over anhydrous magnesium sulfate
  7. filtrationfiltrated
  8. customevaporated in vacuo

출처 및 근거

ORD 기록
ord-032bc698151a4a73af28dc680686db87
출처 데이터셋
uspto-grants-2014_09
특허 번호
US08822519B2

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