Hydrochloric Acid → Ethyl 4,6,6-trichloro-3,3-dimethyl-5-hexenoate

HRID 359173노트

반응식

HRID 359173 반응식
[O-]CC.[Na+].[Cl:5][CH:6]([CH2:16][C:17](Cl)([Cl:19])[Cl:18])[C:7]([CH3:15])([CH3:14])[CH2:8][C:9]([O:11][CH2:12][CH3:13])=[O:10].Cl>CN(C)C=O>[Cl:5][CH:6]([CH:16]=[C:17]([Cl:18])[Cl:19])[C:7]([CH3:15])([CH3:14])[CH2:8][C:9]([O:11][CH2:12][CH3:13])=[O:10]

참가 물질

5

반응물 3

HCID 313Hydrochloric AcidHCID 108412Hexanoic acid, 4,6,6,6-tetrachloro-3,3-dimethyl-, ethyl esterHCID 2723922Sodium ethoxide

생성물 1

HCID 3042523Ethyl 4,6,6-trichloro-3,3-dimethyl-5-hexenoate수율 77%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매2회

실험 절차

A solution of 2.04 g of sodium ethoxide in 60 ml of dimethylformamide was added to a hot solution (140°) of 3.1 g of ethyl 4,6,6,6-tetrachloro-3,3-dimethylhexanoate in 20 ml of dimethylformamide. The mixture was maintained at 140° for 2 hours, then cooled to 0°, neutralized with dry hydrogen chloride and poured into ice water. The aqueous mixture was extracted with ether, and the extract was washed successively with saturated aqueous sodium bicarbonate and sodium chloride. The washed extract was dried over magnesium sulfate and distilled to give 1.81 g (77% yield) of ethyl 4,6,6-trichloro-3,3-dimethyl-5-hexenoate, b.p. 98°-101°/0.6 mm.

후처리

  1. temperatureThe mixture was maintained at 140° for 2 hours
  2. temperaturecooled to 0°
  3. extractionThe aqueous mixture was extracted with ether
  4. washthe extract was washed successively with saturated aqueous sodium bicarbonate and sodium chloride
  5. extractionThe washed extract
  6. dry with materialwas dried over magnesium sulfate
  7. distillationdistilled

출처 및 근거

ORD 기록
ord-0f065f36bc1c4d42bb7d6ba809e303d1
출처 데이터셋
uspto-grants-1991_03
특허 번호
US04999451

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