Water → HCID 71279377、化合物

HRID 2171024ノート

反応式

HRID 2171024 の反応式
[N:1]([CH2:4][C:5]1([CH2:8][O:9][C:10]2[C:15]([O:16][CH3:17])=[C:14]([O:18][CH3:19])[CH:13]=[CH:12][C:11]=2[C:20]2[CH:28]=[CH:27][CH:26]=[C:25]3[C:21]=2[CH2:22][CH2:23][C:24]3=[O:29])[CH2:7][CH2:6]1)=[N+]=[N-].C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.O>O1CCCC1>[NH2:1][CH2:4][C:5]1([CH2:8][O:9][C:10]2[C:15]([O:16][CH3:17])=[C:14]([O:18][CH3:19])[CH:13]=[CH:12][C:11]=2[C:20]2[CH:28]=[CH:27][CH:26]=[C:25]3[C:21]=2[CH2:22][CH2:23][C:24]3=[O:29])[CH2:6][CH2:7]1

参加物

5

反応物 3

HCID 962WaterHCID 11776TriphenylphosphineHCID 71279316HCID 71279316、化合物

生成物 1

HCID 71279377HCID 71279377、化合物

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

反応条件

温度
80 °C

実験手順

To a stirring solution of 4-(2-((1-(azidomethyl)cyclopropyl)methoxy)-3,4-dimethoxyphenyl)-2,3-dihydro-1H-inden-1-one (1.5 g, 3.947 mmol) in tetrahydrofuran (50 mL), were added triphenylphosphine (4.14 g, 15.78 mmol) and the reaction mixture was stirred at RT for 2 h. water (5 mL) was added to the above reaction mixture and the resultant reaction was heated to 80° C. for 1 h. The reaction mixture was concentrated under reduced pressure and the obtained residue was acidified with 1N hydrochloric acid solution. Then extracted with ethyl acetate (3×) and the aq layer was basified with sodium bicarbonate solution and extracted with ethyl acetate and the combined ethyl acetate layer was washed with brine, dried over anhydrous sodium sulphate and concentrated under reduced pressure to afforded the title compound as a liquid.

後処理

  1. additionwas added to the above reaction mixture
  2. customthe resultant reaction
  3. concentrationThe reaction mixture was concentrated under reduced pressure
  4. extractionThen extracted with ethyl acetate (3×)
  5. extractionextracted with ethyl acetate
  6. washthe combined ethyl acetate layer was washed with brine
  7. dry with materialdried over anhydrous sodium sulphate
  8. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-ae68cf5c4747408aaf4415e4dda6c351
出典データセット
uspto-grants-2015_06
特許番号
US09051290B2

反応ノート

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