Dimethylformamide → HCID 14425605、化合物

HRID 345216

反応式

HRID 345216 の反応式
C(P(=O)(OCC)OCC)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[H-].[Na+].[C:18]([C:21]1[CH:30]=[C:29]2[C:24]([C:25]([CH3:34])([CH3:33])[CH2:26][CH2:27][C:28]2([CH3:32])[CH3:31])=[CH:23][C:22]=1[CH3:35])(=O)[CH3:19].[CH3:36]N(C)C=O>>[CH3:33][C:25]1([CH3:34])[C:24]2[C:29](=[CH:30][C:21](/[C:18](/[CH3:36])=[CH:19]/[C:2]3[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=3)=[C:22]([CH3:35])[CH:23]=2)[C:28]([CH3:32])([CH3:31])[CH2:27][CH2:26]1

参加物

5

反応物 4

HCID 6228Dimethylformamide3 回HCID 14122Diethyl benzylphosphonateHCID 24758Sodium hydrideHCID 87186Ethanone, 1-(5,6,7,8-tetrahydro-3,5,5,8,8-pentamethyl-2-naphthalenyl)-

生成物 1

HCID 14425605HCID 14425605、化合物

実験手順

A solution of diethyl benzylphosphonate in 30 ml of dimethylformamide is added at room temperature to a suspension of 3.7 g of NaH (50% in mineral oil) in 50 ml of dimethylformamide. After stirring at room temperature for 15 minutes a solution of 12.6 g of 7-acetyl-1,1,4,4,6-pentamethyltetralin in 60 ml of dimethylformamide is added dropwise thereto in the course of 2 hours. The reaction mixture is stirred at room temperature overnight and subsequently heated to 60° for a further 1 hour. After cooling the mixture is poured on to ice, extracted with ether, dried and evaporated. After chromatography of the crude product (silica gel, elution agent hexane) and crystallization from hexane there are obtained 3.9 g of 1,2,3,4-tetrahydro-1,1,4,4,7-pentamethyl-6-[(E)-αmethylstyryl]naphthalene in colourless crystals, melting point 75°-77°.

後処理

  1. additionis added dropwise
  2. customin the course of 2 hours
  3. temperaturesubsequently heated to 60° for a further 1 hour
  4. temperatureAfter cooling the mixture
  5. additionis poured on to ice
  6. extractionextracted with ether
  7. customdried
  8. customevaporated
  9. customAfter chromatography of the crude product (silica gel, elution agent hexane) and crystallization from hexane

出典と根拠

ORDレコード
ord-f1eadb5830ac4a0ca802982ad8006b6a
出典データセット
uspto-grants-1991_10
特許番号
US05055622

関連ノート

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