Tin tetrachloride → HCID 86702351, 화합물

HRID 2172542노트

반응식

HRID 2172542 반응식
[CH:1]([S:16][C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1)([S:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1)SC1C=CC=CC=1.[Sn](Cl)(Cl)(Cl)Cl.[C:28]1([O:38][Si](C)(C)C)[C:37]2[C:32](=[CH:33][CH:34]=[CH:35][CH:36]=2)[CH2:31][CH2:30][CH:29]=1>ClCCl>[C:17]1([S:16][CH:1]([S:9][C:10]2[CH:11]=[CH:12][CH:13]=[CH:14][CH:15]=2)[CH:29]2[CH2:30][CH2:31][C:32]3[C:37](=[CH:36][CH:35]=[CH:34][CH:33]=3)[C:28]2=[O:38])[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=1

참가 물질

5

반응물 3

HCID 24287Tin tetrachlorideHCID 615706Tris(phenylthio)methaneHCID 4245325(3,4-Dihydro-1-naphthyloxy)trimethylsilane

생성물 1

HCID 86702351HCID 86702351, 화합물수율 64.7%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

반응 조건

온도
-70 °C

실험 절차

Under argon, 6.22 g (23.8 mmol) of triphenyl trithioorthoformate (1,1′,1″-(methanetriyltrisulphanediyl)dibenzene) are dissolved in anhydrous dichloromethane and cooled to −70° C. 23.8 ml (23.8 mmol) of tin(IV) tetrachloride solution (1 M in dichloromethane) and 5.73 g (26.3 mmol) of (3,4-dihydronaphthalen-1-yloxy)trimethylsilane are added in succession, and the mixture is stirred at −70° C. for 40 min. The reaction mixture is poured into ice-water and extracted with dichloromethane. After washing with water, the organic phase is dried over sodium sulphate and concentrated under reduced pressure. Purification of the residue by column chromatography on silica gel (mobile phase: cyclohexane/ethyl acetate) gives 5.80 g of 2-[bis(phenylsulphanyl)methyl]-3,4-dihydronaphthalen-1(2H)-one.

후처리

  1. extractionextracted with dichloromethane
  2. washAfter washing with water
  3. dry with materialthe organic phase is dried over sodium sulphate
  4. concentrationconcentrated under reduced pressure
  5. customPurification of the residue by column chromatography on silica gel (mobile phase: cyclohexane/ethyl acetate)

출처 및 근거

ORD 기록
ord-46e42e0298d24abe8a8d2274acb4a94f
출처 데이터셋
uspto-grants-2015_06
특허 번호
US09055743B2

반응 노트

불러오는 중…