Dimethyl Sulfoxide → 2-n-Octyloxytetracene-5,12-dione

HRID 275073

反応式

HRID 275073 の反応式
F[C:2]1[CH:19]=[CH:18][C:17]2[C:16](=[O:20])[C:15]3[C:6](=[CH:7][C:8]4[C:13]([CH:14]=3)=[CH:12][CH:11]=[CH:10][CH:9]=4)[C:5](=[O:21])[C:4]=2[CH:3]=1.[CH2:22]([OH:30])[CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH3:29].C(=O)([O-])[O-].[K+].[K+].CS(C)=O>C1(C)C=CC=CC=1>[CH2:22]([O:30][C:2]1[CH:19]=[CH:18][C:17]2[C:16](=[O:20])[C:15]3[C:6](=[CH:7][C:8]4[C:13]([CH:14]=3)=[CH:12][CH:11]=[CH:10][CH:9]=4)[C:5](=[O:21])[C:4]=2[CH:3]=1)[CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH3:29]

参加物

6

反応物 4

HCID 679Dimethyl SulfoxideHCID 9571-OctanolHCID 11430Potassium CarbonateHCID 200898282-Fluorotetracene-5,12-dione

生成物 1

HCID 200898292-n-Octyloxytetracene-5,12-dione

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

実験手順

20 g (72.4 mmol) of 2-fluoro-naphthacene-5,12-dione, 94.3 g of 1-octanol, 30.01 g (217.2 mmol) of anhydrous potassium carbonate and 200 ml of dimethyl sulfoxide (DMSO) are stirred at a bath temperature of 100° C. for 20 hours. The reaction mixture is cooled, toluene/dilute hydrochloric acid are added and the organic phase is separated off, washed twice with water, dried with sodium sulfate and evaporated. The residue is washed with pentane and recrystallized from cyclohexane. Yield: 22.9 g (82%), melting point 127°-129° C.

後処理

  1. temperatureThe reaction mixture is cooled
  2. customthe organic phase is separated off
  3. washwashed twice with water
  4. dry with materialdried with sodium sulfate
  5. customevaporated
  6. washThe residue is washed with pentane
  7. customrecrystallized from cyclohexane

出典と根拠

ORDレコード
ord-ca3677ec7ca24c39a2ac893d571948c0
出典データセット
uspto-grants-1995_02
特許番号
US05391749

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