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Methanol → HCID 91576878, 화합물

HRID 1944228
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HRID 1944228 반응식
CO.[C:3](Cl)(=[O:5])C.C(Cl)Cl.[CH2:10]([O:17][C:18]1[CH:19]=[C:20]2[C:25](=[CH:26][C:27]=1[O:28][CH3:29])[CH:24]=[N:23][CH:22]=[CH:21]2)[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1>C1COCC1.C(OCC)(=O)C.CO>[CH2:10]([O:17][C:18]1[CH:19]=[C:20]2[C:25](=[CH:26][C:27]=1[O:28][CH3:29])[CH2:24][NH:23][CH2:22][CH:21]2[O:5][CH3:3])[C:11]1[CH:12]=[CH:13][CH:14]=[CH:15][CH:16]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 4

HCID 887MethanolHCID 6344DichloromethaneHCID 6367Acetyl chlorideHCID 427881HCID 427881, 화합물

생성물 1

HCID 91576878HCID 91576878, 화합물수율 45%

시약·촉매·용매 2

HCID 8028Tetrahydrofuran용매
HCID 21584119
Ethylacetate methanol
용매

실험 절차

F11 (5.4 g, 13.5 mmol) was stirred in THF (80 mL) and methanol (10 mL) and cooled to 0° C. before acetyl chloride (5.8 mL, 80 mmol) was added drop wise. The solution was stirred at rt o/n, After addition of DCM (100 mL), the organic layer was successively washed with saturated aqueous NaHCO3, water and brine, dried (MgSO4), filtered and concentrated to afford 4.2 g of a crude dark yellow solid. Column chromatography (petroleum ether/ethyl acetate 9/1 to 0/1 then ethyl acetate/methanol 1/0 to 10/1) afforded 1.8 g (45%) of 6-Benzyloxy-4,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline F12 and 6-benzyloxy-7-methoxyisoquinoline F13 (400 mg, 11%);

후처리

  1. additionwas added drop wise
  2. washthe organic layer was successively washed with saturated aqueous NaHCO3, water and brine
  3. dry with materialdried (MgSO4)
  4. filtrationfiltered
  5. concentrationconcentrated
  6. customto afford 4.2 g of a crude dark yellow solid

출처 및 근거

ORD 기록
ord-efeced4415244afcb1ce3f969e17dd71
출처 데이터셋
uspto-grants-2013_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08394825B2

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