((4-Hydroxy-3-methylphenyl)sulfanyl)formonitrile → 4-Mercapto-2-methylphenol

温度

0 °C

In a 250 ml three-necked flask with a constant-pressure dropping funnel, to a stirred mixture of lithium aluminum tetrahydride (LiAlH4, 1.0 g, 26.3 mmol) and tetrahydrofuran (30 ml) was added dropwise at 0° C. a solution of 3-methyl-4-hydroxy-phenyl thiocyanic acid (1.7 g, 10.3 mmol) in tetrahydrofuran (THF, 30 ml). 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 M 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).

1. customIn a 250 ml three-necked flask with a constant-pressure dropping
2. stirringof stirring at room temperature
3. customthe reaction was quenched by addition of broken ice in an ice water bath
4. additionby adding 6 M hydrochloric acid
5. extractionthe aqueous phase was extracted with ethyl acetate (3×100 ml)
6. washThe combined organic layer was washed with a saturated solution of sodium chloride (2×100 ml)
7. dry with materialdried over anhydrous magnesium sulfate
8. filtrationfiltrated
9. customevaporated in vacuo

ORDレコード

ord-e11fae2fb1e44140ba00fb019f628a25

出典データセット

uspto-grants-2014_09

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US08822519B2