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Phthalimide → HCID 20468458、化合物

HRID 1903246
ノート
印刷プレビュー

反応式

HRID 1903246 の反応式
N(C(OCC)=O)=NC(OCC)=O.[F:13][CH:14]([F:27])[CH:15]([NH:19][CH2:20][C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1)[CH2:16][CH2:17]O.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.[C:47]1(=[O:57])[NH:51][C:50](=[O:52])[C:49]2=[CH:53][CH:54]=[CH:55][CH:56]=[C:48]12>O1CCCC1.C(OCC)(=O)C.C1CCCCC1>[F:13][CH:14]([F:27])[CH:15]([NH:19][CH2:20][C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1)[CH2:16][CH2:17][N:51]1[C:50](=[O:52])[C:49]2=[CH:53][CH:54]=[CH:55][CH:56]=[C:48]2[C:47]1=[O:57]
参加物実験手順後処理出典と根拠反応ノート

参加物

7

反応物 4

HCID 6809PhthalimideHCID 11776TriphenylphosphineHCID 220568ethyl N-ethoxycarbonyliminocarbamateHCID 204684403-(Benzylamino)-4,4-difluorobutan-1-OL

生成物 1

HCID 20468458HCID 20468458、化合物収率 65%

試薬・触媒・溶媒 2

HCID 8028Tetrahydrofuran
溶媒
2 回
HCID 21867204Cyclohexane ethylacetate溶媒

実験手順

A solution of diethyl azodicarboxylate (0.639 g, 3.65 mM), in anhydrous tetrahydrofuran (5 ml) is added, dropwise, over a period of 0.5 hours, at room temperature to a mixture of 4,4-difluoro-3-benzylamino-butanol (0.790 g, 3.65 mM) prepared as in Step C, triphenylphosphine (0.962 g, 3.65 mM), and phthalimide (0.540 g, 3.65 mM) in tetrahydrofuran (20 ml). After stirring for 2.5 hours at room temperature, the solvent is evaporated in vacuo. The residue is taken off in benzene and the solution filtered. The solid is washed three time with benzene. The filtrate is evaporated to dryness; the residue is taken off in diethyl ether. Filtration and evaporation of the solvent in vacuo yields a yellow oil. The expected phthalimide is isolated by column chromatography (medium pressure silica gel chromatography technique, ethyl acetate/cyclohexane 2:8): 0.800 g (yield 65%).

後処理

  1. customthe solvent is evaporated in vacuo
  2. filtrationthe solution filtered
  3. washThe solid is washed three time with benzene
  4. customThe filtrate is evaporated to dryness
  5. filtrationFiltration and evaporation of the solvent in vacuo
  6. customyields a yellow oil

出典と根拠

ORDレコード
ord-bc961804a5bb49fe8baa0076d3db5c30
出典データセット
uspto-grants-1984_03
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04435425

反応ノート

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