tert-Butyl mercaptan → 3,5-Dichlorophenyl-tert-butylsulfide

To a solution of sodium hydroxide (120 mg, 3 mmol, in oil, 60% cont.) in anhydrous methanol (5 ml) was added tert-butyl mercaptan (0.406 ml). The mixture was stirred for 20 minutes at room temperature. The reaction mixture was concentrated dryness under reduced pressure. The obtained sodium isopropylmercaptan was dissolved in HMPT (2 ml). 1,3,5-trichlorobenzene (1) (1.8 g, 10 mmol) was added thereto. The mixture was stirred for 2 hours and 50 minutes at 80° C. The reaction mixture was poured into ice-water. The mixture was extracted with ethylacetate, washed with water, dried over sodium sulphate, filtrated and concentrated under reduced pressure. The obtained residue was chromatographed twice on silica gel (SiO2 15 g, elution: n-hexane) to yield the objective (4) (293 mg). Yield 41%.

1. concentrationThe reaction mixture was concentrated dryness under reduced pressure
2. dissolutionThe obtained sodium isopropylmercaptan was dissolved in HMPT (2 ml)
3. stirringThe mixture was stirred for 2 hours and 50 minutes at 80° C
4. extractionThe mixture was extracted with ethylacetate
5. washwashed with water
6. dry with materialdried over sodium sulphate
7. filtrationfiltrated
8. concentrationconcentrated under reduced pressure
9. customThe obtained residue was chromatographed twice on silica gel (SiO2 15 g, elution: n-hexane)

ORDレコード

ord-2f0a2acc9ff04ce9970e759f6806a4ac

出典データセット

uspto-grants-2006_08

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US07087764B2