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Lysergol → HCID 21156211、化合物

HRID 1089871
ノート
印刷プレビュー

反応式

HRID 1089871 の反応式
[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]
参加物実験手順後処理出典と根拠反応ノート

参加物

4

反応物 1

HCID 14987Lysergol

生成物 1

HCID 21156211HCID 21156211、化合物収率 122.9%

試薬・触媒・溶媒 2

HCID 6386tert-Butanol溶媒HCID 9845Trifluoroacetic anhydride溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-9277e74e3836419f80edaea48d4b4b3b
出典データセット
uspto-grants-1992_01
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05079364

反応ノート

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