Sulfuric Acid → (E)-4-(2-(4,5,6,7-Tetrahydro-4,4,7,7-tetramethylbenzo(b)thien-2-yl)-1-propenyl)benzoic acid

HRID 1194790노트

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HRID 1194790 반응식
[CH3:1][C:2]1([CH3:27])[C:10]2[CH:9]=[C:8]([C:11]([CH3:24])=[CH:12][C:13]3[CH:23]=[CH:22][C:16]([C:17]([O:19]CC)=[O:18])=[CH:15][CH:14]=3)[S:7][C:6]=2[C:5]([CH3:26])([CH3:25])[CH2:4][CH2:3]1.[OH-].[K+].S(=O)(=O)(O)O>C(O)C.O>[CH3:1][C:2]1([CH3:27])[C:10]2[CH:9]=[C:8](/[C:11](/[CH3:24])=[CH:12]/[C:13]3[CH:14]=[CH:15][C:16]([C:17]([OH:19])=[O:18])=[CH:22][CH:23]=3)[S:7][C:6]=2[C:5]([CH3:26])([CH3:25])[CH2:4][CH2:3]1

참가 물질

6

반응물 3

HCID 1118Sulfuric AcidHCID 14797Potassium HydroxideHCID 53678243Ethyl p-[2-(4,5,6,7-tetrahydro-4,4,7,7-tetramethylbenzo[b]thien-2-yl)propenyl]-benzoate

생성물 1

HCID 6439763(E)-4-(2-(4,5,6,7-Tetrahydro-4,4,7,7-tetramethylbenzo(b)thien-2-yl)-1-propenyl)benzoic acid수율 86.3%

시약·촉매·용매 2

HCID 702Ethanol용매HCID 962Water용매

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온도
50 °C

실험 절차

3.0 g of ethyl p-[2-(4,5,6,7-tetrahydro-4,4,7,7-tetramethylbenzo[b]thien-2-yl)propenyl]benzoate are dissolved in 100 ml of ethanol and the solution is treated with a solution of 3.9 g of potassium hydroxide in 20 ml of water. After stirring at 50° C. for 3 hours, the mixture is cooled, poured into ice-water and acidified with 2N sulphuric acid. The mixture is extracted with ethyl acetate, the organic phase is washed with water, dried over sodium sulphate and evaporated. After recrystallization of the residue from ethyl acetate, there are obtained 2.4 g of p-[(E)-2-(4,5,6,7-tetrahydro-4,4,7,7-tetramethylbenzo[b]thien-2-yl)propenyl]benzoic acid in the form of pale yellowish crystals, m.p. 236°-238° C.

후처리

  1. temperaturethe mixture is cooled
  2. extractionThe mixture is extracted with ethyl acetate
  3. washthe organic phase is washed with water
  4. dry with materialdried over sodium sulphate
  5. customevaporated
  6. customAfter recrystallization of the residue from ethyl acetate, there

출처 및 근거

ORD 기록
ord-b4b1a2a088214634af74ec2d4337981c
출처 데이터셋
uspto-grants-1989_03
특허 번호
US04816476

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