Hydrochloric Acid → 1-(4,4,7,7-Tetramethyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl)ethan-1-one

HRID 542900노트

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HRID 542900 반응식
[CH3:1][C:2]1([CH3:13])[C:10]2[CH:9]=[CH:8][S:7][C:6]=2[C:5]([CH3:12])([CH3:11])[CH2:4][CH2:3]1.[C:14](Cl)(=[O:16])[CH3:15].[Sn](Cl)(Cl)(Cl)Cl.Cl>C1C=CC=CC=1.O>[C:14]([C:8]1[S:7][C:6]2[C:5]([CH3:12])([CH3:11])[CH2:4][CH2:3][C:2]([CH3:13])([CH3:1])[C:10]=2[CH:9]=1)(=[O:16])[CH3:15]

참가 물질

7

반응물 4

HCID 313Hydrochloric AcidHCID 6367Acetyl chlorideHCID 24287Tin tetrachlorideHCID 184668514,4,7,7-Tetramethyl-4,5,6,7-tetrahydro-1-benzothiophene

생성물 1

HCID 230492331-(4,4,7,7-Tetramethyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl)ethan-1-one수율 98%

시약·촉매·용매 2

HCID 241Benzene용매HCID 962Water용매

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온도
0 °C

실험 절차

18.2 g of 4,5,6,7-tetrahydro-4,4,7,7-tetramethylbenzo-[b]thiophene and 7.4 g of acetyl chloride are dissolved in 200 ml of benzene and the solution is cooled to 0° C. At this temperature there are slowly added dropwise thereto 24.4 g of tin tetrachloride. After stirring at room temperature for 2.5 hours, the mixture is again cooled to 0° C. and a mixture of 9.3 ml of concentrated hydrochloric acid and 36.4 ml of water is added dropwise thereto. The mixture is extracted with ether, the organic phase is washed once with water, dried, evaporated and distilled in a high vacuum. There are obtained 21.7 g of 2-acetyl-4,5,6,7-tetrahydro-4,4,7,7-tetramethylbenzo[b]thiophene as a colorless liquid, b.p. 108°-115° C./0.05 mm, which can be crystallized from hexane, m.p. 53°-55° C.

후처리

  1. additionAt this temperature there are slowly added dropwise
  2. temperaturethe mixture is again cooled to 0° C.
  3. additionis added dropwise
  4. extractionThe mixture is extracted with ether
  5. washthe organic phase is washed once with water
  6. customdried
  7. customevaporated
  8. distillationdistilled in a high vacuum

출처 및 근거

ORD 기록
ord-e5b203ee04284fdf8cf82cb66a9bf3c2
출처 데이터셋
uspto-grants-1987_04
특허 번호
US04659735

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