Diethyl Ether → 2-methoxy-10H-phenothiazine-1-carbaldehyde

HRID 456864

반응식

HRID 456864 반응식
[CH3:1][O:2][C:3]1[CH:16]=[CH:15][C:14]2[S:13][C:12]3[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=3)[NH:6][C:5]=2[CH:4]=1.[CH2:17]([O:19]CC)C.[Li]CCCC.CN(C=O)C>CCCCCC.O>[CH3:1][O:2][C:3]1[CH:16]=[CH:15][C:14]2[S:13][C:12]3[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=3)[NH:6][C:5]=2[C:4]=1[CH:17]=[O:19]

참가 물질

7

반응물 4

HCID 3283Diethyl EtherHCID 6228DimethylformamideHCID 74490Methyl phenothiazin-2-yl etherHCID 178418339Butyllithium

생성물 1

HCID 226464282-methoxy-10H-phenothiazine-1-carbaldehyde수율 30%

시약·촉매·용매 2

HCID 962Water용매HCID 8058Hexane용매

반응 조건

온도
20 °C

실험 절차

4.6 g (20 mmol) of 2-methoxy-10H-phenothiazine are dissolved, under an argon atmosphere, in a three-necked flask, containing 140 ml anhydrous ethyl ether. 20 ml (50 mmol) of a solution of nBuLi (2.5 M) in hexane is then added dropwise, at 20° C. The reaction mixture is agitated for 3 hours at 20° C. before the dropwise addition of 6.2 ml (80 mmol) of anhydrous DMF. Agitation is maintained for another 15 hours at 20° C. The whole is then poured into 150 ml ice-cooled water and the product is extracted twice using 200 ml of ethyl acetate. The organic solution is washed with 100 ml of salt water, dried over MgSO4, filtered and concentrated under vacuum. The evaporation residue is taken up in diisopropyl ether, filtered and dried to produce a red solid with a yield of 30%. Melting point: 155–160° C.

후처리

  1. extractionthe product is extracted twice
  2. washThe organic solution is washed with 100 ml of salt water
  3. dry with materialdried over MgSO4
  4. filtrationfiltered
  5. concentrationconcentrated under vacuum
  6. filtrationfiltered
  7. customdried
  8. customto produce a red solid with a yield of 30%

출처 및 근거

ORD 기록
ord-f245e85c26d747c69dda9b8a4d8ca544
출처 데이터셋
uspto-grants-2007_03
특허 번호
US07186752B2

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