Water → 4-[2-(3-Aminomethyl-oxetan-3-ylmethoxy)-3,4-dimethoxy-phenyl]-indan-1-one

HRID 2171036ノート

反応式

HRID 2171036 の反応式
[N:1]([CH2:4][C:5]1([CH2:9][O:10][C:11]2[C:16]([O:17][CH3:18])=[C:15]([O:19][CH3:20])[CH:14]=[CH:13][C:12]=2[C:21]2[CH:29]=[CH:28][CH:27]=[C:26]3[C:22]=2[CH2:23][CH2:24][C:25]3=[O:30])[CH2:8][O: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([CH2:9][O:10][C:11]2[C:16]([O:17][CH3:18])=[C:15]([O:19][CH3:20])[CH:14]=[CH:13][C:12]=2[C:21]2[CH:29]=[CH:28][CH:27]=[C:26]3[C:22]=2[CH2:23][CH2:24][C:25]3=[O:30])[CH2:6][O:7][CH2:8]1

参加物

5

反応物 3

HCID 962WaterHCID 11776TriphenylphosphineHCID 866775774-(2-((3-(Azidomethyl)oxetan-3-yl)methoxy)-3,4-dimethoxyphenyl)-indan-1-one

生成物 1

HCID 674679514-[2-(3-Aminomethyl-oxetan-3-ylmethoxy)-3,4-dimethoxy-phenyl]-indan-1-one

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

To a stirring solution of 4-(2-((3-(azidomethyl)oxetan-3-yl)methoxy)-3,4-dimethoxyphenyl)-indan-1-one (3 g, 7.57 mmol) in in tetrahydrofuran (30 mL), were added triphenylphosphine (7.6 g, 29.28 mmol) and the reaction mixture was stirred at RT for 2 h. Water (3 mL) was added to the above reaction mixture and the resultant reaction mixture 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 afford the title compound as a liquid.

後処理

  1. customthe resultant reaction mixture
  2. temperaturewas heated to 80° C. for 1 h
  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-b41f38ca6c8847a4ba58ab867c0f951e
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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