Sodium → 10,11-Epoxy-3,7,10,11-tetramethyl-2,6-dodecadienoic acid ethyl ester

HRID 1658043노트

반응식

HRID 1658043 반응식
[O:1]1[C:13]([CH3:15])([CH3:14])[C:2]1([CH3:16])[CH2:3][CH2:4][C:5]([CH3:12])=[CH:6][CH2:7][CH2:8]C(=O)C.[CH2:17]([O:19][C:20](=[O:30])[C:21]([CH2:28][CH3:29])(CC)P(O)(O)=O)[CH3:18].[Na]>C(O)C>[CH2:17]([O:19][C:20](=[O:30])[CH:21]=[C:28]([CH3:29])[CH2:8][CH2:7][CH:6]=[C:5]([CH3:12])[CH2:4][CH2:3][C:2]1([CH3:16])[O:1][C:13]1([CH3:15])[CH3:14])[CH3:18]

참가 물질

5

반응물 3

HCID 5360545SodiumHCID 17846631Ethyl diethyl-phosphonoacetateHCID 541284819,10-Epoxy-6,9,10-trimethyl-undec-5-en-2-one

생성물 1

HCID 5374754010,11-Epoxy-3,7,10,11-tetramethyl-2,6-dodecadienoic acid ethyl ester

시약·촉매·용매 1

HCID 702Ethanol용매2회

실험 절차

To a solution of 25 g. of 9,10-epoxy-6,9,10-trimethyl-undec-5-en-2-one and 24.8 g. of diethyl phosphonoacetic acid ethyl ester in 160 ml. of absolute ethanol, there was added dropwise while cooling with ice, a solution containing 2.56 g. of sodium in 65 ml. of absolute ethyl alcohol. The mixture was allowed to stand for 14 hours at room temperature and evaporated subsequently under vacuum. The residue was poured into a standard aqueous sodium chloride solution, exhaustively extracted with diethyl ether, washed with a saturated aqueous sodium chloride solution, dried over sodium sulfate and evaporated. Fractional distillation at high vacuum gave 10,11-epoxy-3,7,10,11-tetramethyl-2,6-dodecadienoic acid ethyl ester; b.p. 110°-113°C./0.01 mmHg; nD20 = 1.4792.

후처리

  1. temperaturewhile cooling with ice
  2. additiona solution containing 2.56 g
  3. customevaporated subsequently under vacuum
  4. additionThe residue was poured into a standard aqueous sodium chloride solution
  5. extractionexhaustively extracted with diethyl ether
  6. washwashed with a saturated aqueous sodium chloride solution
  7. dry with materialdried over sodium sulfate
  8. customevaporated
  9. distillationFractional distillation at high vacuum

출처 및 근거

ORD 기록
ord-211de8d244c5499ea039c74bffd02fca
출처 데이터셋
uspto-grants-1976_06
특허 번호
US03962428

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