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

HRID 1658043ノート

反応式

HRID 1658043 の反応式
[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]

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒2 回

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-211de8d244c5499ea039c74bffd02fca
出典データセット
uspto-grants-1976_06
特許番号
US03962428

反応ノート

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