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

HRID 1194783노트

반응식

HRID 1194783 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

반응 조건

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-2f3488591a924326a05e205d0f8d7e85
출처 데이터셋
uspto-grants-1989_03
특허 번호
US04816476

반응 노트

불러오는 중…