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

HRID 1194783ノート

反応式

HRID 1194783 の反応式
[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]

参加物

7

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 241Benzene溶媒HCID 962Water溶媒

反応条件

温度
0 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-2f3488591a924326a05e205d0f8d7e85
出典データセット
uspto-grants-1989_03
特許番号
US04816476

反応ノート

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