Hydrochloric Acid → [(2-Acetyl-6,7-dichlorobenzo[b]thien-5-yl)oxy]acetic acid

HRID 652664노트

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HRID 652664 반응식
C([O:3][C:4](=[O:21])[CH2:5][O:6][C:7]1[C:18]([Cl:19])=[C:17]([Cl:20])[C:10]2[S:11][C:12]([C:14](=[O:16])[CH3:15])=[CH:13][C:9]=2[CH:8]=1)C.[OH-].[Na+].Cl.C(OCC)C>C(O)C>[C:14]([C:12]1[S:11][C:10]2[C:17]([Cl:20])=[C:18]([Cl:19])[C:7]([O:6][CH2:5][C:4]([OH:21])=[O:3])=[CH:8][C:9]=2[CH:13]=1)(=[O:16])[CH3:15]

참가 물질

6

반응물 4

HCID 313Hydrochloric AcidHCID 3283Diethyl EtherHCID 14798Sodium HydroxideHCID 53636860Ethyl[(6,7-dichloro-2-acetylbenzo[b]thien-5-yl)oxy]acetate

생성물 1

HCID 13290041[(2-Acetyl-6,7-dichlorobenzo[b]thien-5-yl)oxy]acetic acid수율 46.9%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

To 5.1 g of ethyl[(6,7-dichloro-2-acetylbenzo[b]thien-5-yl)oxy]acetate in 200 ml of 95% ethanol is added 150 ml of a 6N sodium hydroxide solution and the mixture is refluxed at 100° for 45 mins. The solvent is removed in vacuo to give a white slurry to which is added 250 ml of a 6N hydrochloric acid and 200 ml ethyl ether. The mixture is stirred for 2 hrs, filtered and the filter cake is distributed between 6N hydrochloric acid and ethyl ether. The organic layers are separated and the aqueous layers are extracted with ethyl ether. The combined organic extracts are washed, dried over anhydrous magnesium sulfate, filtered and the solvent is evaporated to give a solid. Recrystallization from acetone-hexane gives 2.2 g of [(2-acetyl-6,7-dichlorobenzo[b]thien-5-yl)oxy]acetic acid, mp 203°-205°.

후처리

  1. temperaturethe mixture is refluxed at 100° for 45 mins
  2. customThe solvent is removed in vacuo
  3. customto give a white slurry to which
  4. filtrationfiltered
  5. customThe organic layers are separated
  6. extractionthe aqueous layers are extracted with ethyl ether
  7. washThe combined organic extracts are washed
  8. dry with materialdried over anhydrous magnesium sulfate
  9. filtrationfiltered
  10. customthe solvent is evaporated
  11. customto give a solid
  12. customRecrystallization from acetone-hexane

출처 및 근거

ORD 기록
ord-d12112d88a58416aa1eb4a0b2c9525bf
출처 데이터셋
uspto-grants-1987_06
특허 번호
US04672138

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