4-Hydroxybenzaldehyde → HCID 22593913, 화합물

HRID 848966노트

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HRID 848966 반응식
[OH:1][C:2]1[CH:9]=[CH:8][C:5]([CH:6]=[O:7])=[CH:4][CH:3]=1.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.[S:29]1[C:34]2[CH:35]=[CH:36][CH:37]=[CH:38][C:33]=2[N:32]([CH2:39][CH2:40]O)[CH2:31][CH2:30]1.N(C(OC(C)C)=O)=NC(OC(C)C)=O>O1CCCC1.O>[S:29]1[C:34]2[CH:35]=[CH:36][CH:37]=[CH:38][C:33]=2[N:32]([CH2:39][CH2:40][O:1][C:2]2[CH:9]=[CH:8][C:5]([CH:6]=[O:7])=[CH:4][CH:3]=2)[CH2:31][CH2:30]1

참가 물질

7

반응물 4

HCID 1264-HydroxybenzaldehydeHCID 11776TriphenylphosphineHCID 75555Diisopropyl diazene-1,2-dicarboxylateHCID 114696334H-1,4-Benzothiazine-4-ethanol, 2,3-dihydro-

생성물 1

HCID 22593913HCID 22593913, 화합물수율 44%

시약·촉매·용매 2

HCID 962Water용매HCID 8028Tetrahydrofuran용매2회

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온도
25 °C

실험 절차

To a mixture of 4-hydroxy benzaldehyde (1.8 g, 14.8 mmol) and triphenyl phosphine (4.85 g, 18.5 mmol) in tetrahydrofuran (15 ml) was added 2-(2,3-dihydro-1,4-benzothiazin-4-yl)ethanol (2.39 g, 12.3 mmol) and diisopropyl azodicarboxylate (3.74 g, 18.5 mmol) in THF (20 ml) at 25° C. The reaction mixture was stirred for 12 h at 25° C. Water (100 ml) was added and the mixture was extracted with ethyl acetate (2×100 ml). The organic extracts were dried (Na2SO4) and solvent was evaporated under reduced pressure. The crude product was chromatographed over silica gel using a mixture of methanol and chloroform (5:95) as an eluent to afford the title compound (1.6 g, 44%) as an oil.

후처리

  1. extractionthe mixture was extracted with ethyl acetate (2×100 ml)
  2. dry with materialThe organic extracts were dried (Na2SO4) and solvent
  3. customwas evaporated under reduced pressure
  4. customThe crude product was chromatographed over silica gel using
  5. additiona mixture of methanol and chloroform (5:95) as an eluent

출처 및 근거

ORD 기록
ord-0cdaa2cd1b5a4decbb7c5c7504ba344e
출처 데이터셋
uspto-grants-2000_01
특허 번호
US06011031

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