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Lysergol → HCID 21156211, 화합물

HRID 1089871
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HRID 1089871 반응식
[OH:1][CH2:2][C@@H:3]1[CH:18]=[C:17]2[C@@H:7]([CH2:8][C:9]3[C:19]4[C:12](=[CH:13][CH:14]=[CH:15][C:16]2=4)[NH:11][CH:10]=3)[N:5]([CH3:6])[CH2:4]1>C(O)(C)(C)C.FC(F)(F)C(OC(=O)C(F)(F)F)=O>[C:3]([N:11]1[C:12]2[C:19]3[C:9]([CH2:8][C@@H:7]4[C:17]([C:16]=3[CH:15]=[CH:14][CH:13]=2)=[CH:18][C@@H:3]([CH2:2][OH:1])[CH2:4][N:5]4[CH3:6])=[CH:10]1)([CH3:18])([CH3:4])[CH3:2]
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참가 물질

4

반응물 1

HCID 14987Lysergol

생성물 1

HCID 21156211HCID 21156211, 화합물수율 122.9%

시약·촉매·용매 2

HCID 6386tert-Butanol용매HCID 9845Trifluoroacetic anhydride용매

실험 절차

To a mixture of 8 g of lysergol in 150 ml of t-butanol, 200 ml of trifluoroacetic anhydride were added dropwise with vigorous stirring. After the solution had been left at room temperature for 90 hours, it was evaporated. The residue was dissolved in water, made alkaline with ammonium hydroxide and the aqueous layer was extracted with ethyl acetate. After removal of the ethyl acetate, the residue was purified by silica gel column chromatography using 1:1 cyclohexane:ethyl acetate for elution to give 6 g of the title compound melting at 181 to 183° C.

후처리

  1. additionwere added dropwise with vigorous stirring
  2. customit was evaporated
  3. dissolutionThe residue was dissolved in water
  4. extractionthe aqueous layer was extracted with ethyl acetate
  5. customAfter removal of the ethyl acetate
  6. customthe residue was purified by silica gel column chromatography
  7. washethyl acetate for elution

출처 및 근거

ORD 기록
ord-9277e74e3836419f80edaea48d4b4b3b
출처 데이터셋
uspto-grants-1992_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05079364

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