Trifluoroacetic acid → 5-(2-Chloroethyl)Oxindole

HRID 365368ノート

反応式

HRID 365368 の反応式
[Cl:1][CH2:2][C:3]([C:5]1[CH:6]=[C:7]2[C:11](=[CH:12][CH:13]=1)[NH:10][C:9](=[O:14])[CH2:8]2)=O.FC(F)(F)C(O)=O.C([SiH](CC)CC)C>>[Cl:1][CH2:2][CH2:3][C:5]1[CH:6]=[C:7]2[C:11](=[CH:12][CH:13]=1)[NH:10][C:9](=[O:14])[CH2:8]2

参加物

4

反応物 3

HCID 6422Trifluoroacetic acidHCID 12052TriethylsilaneHCID 20605765-(Chloroacetyl)-1,3-dihydro-2H-indol-2-one

生成物 1

HCID 145813925-(2-Chloroethyl)Oxindole

実験手順

To a 100 ml round-bottomed flask equipped with condenser and nitrogen inlet were added 5.0 grams (23.9 mmol) of 5-chloroacetyl oxindole and 18.5 ml triflouroacetic acid. To the stirring solution was added 8.77 ml (54.9 mmol) of triethylsilane while cooling to prevent exotherm, and the reaction stirred 16 hours at room temperature. The reaction was then poured into ice water, stirred and the beige solid filtered, washed with water and hexane, and dried to give 5-(2-chloroethyl)oxindole, m.p. 168°-170° C., 3.0 grams (64%).

後処理

  1. customTo a 100 ml round-bottomed flask equipped with condenser and nitrogen inlet
  2. temperaturewhile cooling
  3. stirringstirred
  4. filtrationthe beige solid filtered
  5. washwashed with water and hexane
  6. customdried

出典と根拠

ORDレコード
ord-2379691d62994198bcc87b419281c897
出典データセット
uspto-grants-2000_10
特許番号
US06127373

反応ノート

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