Dimethylformamide → HCID 14425605, 화합물

HRID 345216

반응식

HRID 345216 반응식
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

참가 물질

5

반응물 4

HCID 6228Dimethylformamide3회HCID 14122Diethyl benzylphosphonateHCID 24758Sodium hydrideHCID 87186Ethanone, 1-(5,6,7,8-tetrahydro-3,5,5,8,8-pentamethyl-2-naphthalenyl)-

생성물 1

HCID 14425605HCID 14425605, 화합물

실험 절차

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°.

후처리

  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

출처 및 근거

ORD 기록
ord-f1eadb5830ac4a0ca802982ad8006b6a
출처 데이터셋
uspto-grants-1991_10
특허 번호
US05055622

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