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

HRID 275073노트

반응식

HRID 275073 반응식
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]

참가 물질

6

반응물 4

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

생성물 1

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

시약·촉매·용매 1

HCID 1140Toluene용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-ca3677ec7ca24c39a2ac893d571948c0
출처 데이터셋
uspto-grants-1995_02
특허 번호
US05391749

반응 노트

불러오는 중…