Hydrochloric Acid → HCID 22490824, 화합물

HRID 2180596노트

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HRID 2180596 반응식
[H-].[Na+].C(S)C.[Br:6][C:7]1[C:16]2[C:15]([CH3:18])([CH3:17])[CH2:14][CH:13]=[C:12]([CH:19]([CH3:21])[CH3:20])[C:11]=2[CH:10]=[C:9]([C:22](=[O:24])[CH3:23])[C:8]=1[O:25]C.Cl>CCCCCC.CN(C)C=O>[Br:6][C:7]1[C:16]2[C:15]([CH3:18])([CH3:17])[CH2:14][CH:13]=[C:12]([CH:19]([CH3:21])[CH3:20])[C:11]=2[CH:10]=[C:9]([C:22](=[O:24])[CH3:23])[C:8]=1[OH:25]

참가 물질

7

반응물 4

HCID 313Hydrochloric AcidHCID 6343EthanethiolHCID 24758Sodium hydrideHCID 22490934HCID 22490934, 화합물

생성물 1

HCID 22490824HCID 22490824, 화합물

시약·촉매·용매 2

HCID 6228Dimethylformamide용매2회HCID 8058Hexane용매

실험 절차

Sodium hydride (1.07 g, 26.64 mmol) was rinsed with hexane and suspended in dry N,N-dimethylformamide (80 mL). To the suspension was added ethanethiol (1.9 mL, 26.6 mmol) and stirred at room temperature for 30 min, which resulted in the formation of a clear solution. A solution of 1-(4-bromo-8-isopropyl-3-methoxy-5,5-dimethyl-5,6-dihydronaphthalen-2-yl)-ethanone (Compound A-103,2.6 g, 7.4 mmol) in N,N-dimethylformamide (10 mL) was added to the solution and the mixture was heated at 130° C. for 5 h. The mixture was cooled to room temperature, acidified with 10% HCl and extracted with diethyl ether. The combined ethereal layers were washed with water, brine, dried (Na2SO4), filtered and concentrated in vacuo. The crude residue was purified by flash chromatography (silica gel, 5% ethyl acetate in hexane) to yield the title compound as a brown oil.

후처리

  1. customwhich resulted in the formation of a clear solution
  2. temperaturethe mixture was heated at 130° C. for 5 h
  3. temperatureThe mixture was cooled to room temperature
  4. extractionextracted with diethyl ether
  5. washThe combined ethereal layers were washed with water, brine
  6. dry with materialdried (Na2SO4)
  7. filtrationfiltered
  8. concentrationconcentrated in vacuo
  9. customThe crude residue was purified by flash chromatography (silica gel, 5% ethyl acetate in hexane)

출처 및 근거

ORD 기록
ord-c1aa852fca4f47ad8119330bedcc3dca
출처 데이터셋
uspto-grants-2005_05
특허 번호
US06887896B1

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