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4-Isopropylaniline → 2-Oxo-1-[4-(propan-2-yl)phenyl]pyrrolidine-3-carboxylic acid

HRID 58562
ノート
印刷プレビュー

反応式

HRID 58562 の反応式
CC1(C)[O:9][C:8](=[O:10])[C:5]2([CH2:7][CH2:6]2)[C:4](=[O:11])O1.[CH:13]([C:16]1[CH:22]=[CH:21][C:19]([NH2:20])=[CH:18][CH:17]=1)([CH3:15])[CH3:14]>C(O)C>[CH:13]([C:16]1[CH:22]=[CH:21][C:19]([N:20]2[CH2:6][CH2:7][CH:5]([C:8]([OH:9])=[O:10])[C:4]2=[O:11])=[CH:18][CH:17]=1)([CH3:15])[CH3:14]
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 2

HCID 74644-IsopropylanilineHCID 797206,6-Dimethyl-5,7-dioxaspiro(2.5)octane-4,8-dione

生成物 1

HCID 242752172-Oxo-1-[4-(propan-2-yl)phenyl]pyrrolidine-3-carboxylic acid収率 5%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

A mixture of 6,6-dimethyl-5,7-dioxaspiro[2.5]octane-4,8-dione (0.500 g; 2.94 mmol) and 4-isopropylaniline (1.21 mL; 8.82 mmol) in ethanol (3 mL) was irradiated in a microwave oven for 3 minutes at 100° C. The mixture was concentrated under reduced pressure and the residue was dissolved in a solution of sodium hydroxide 6N, washed with dichloromethane, acidified with a solution of hydrochloric acid 6N to pH=2, extracted with ethyl acetate dried and concentrated under reduced pressure to yield 0.036 g (5%) of a pale green solid, which was used in the next step without further purification.

後処理

  1. customwas irradiated in a microwave oven for 3 minutes at 100° C
  2. concentrationThe mixture was concentrated under reduced pressure
  3. dissolutionthe residue was dissolved in a solution of sodium hydroxide 6N
  4. washwashed with dichloromethane
  5. extractionextracted with ethyl acetate
  6. customdried
  7. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-0b3eba3b788d4dc386e4666521b0ea7b
出典データセット
uspto-grants-2016_09
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US09434722B2

反応ノート

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