Trifluoroacetic acid → 4-(4-Bromophenoxy)piperidine

HRID 912732

反応式

HRID 912732 の反応式
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([O:8][CH:9]2[CH2:14][CH2:13][N:12](C(OC(C)(C)C)=O)[CH2:11][CH2:10]2)=[CH:4][CH:3]=1.FC(F)(F)C(O)=O>ClCCl>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([O:8][CH:9]2[CH2:14][CH2:13][NH:12][CH2:11][CH2:10]2)=[CH:4][CH:3]=1

参加物

4

反応物 2

HCID 6422Trifluoroacetic acidHCID 467390061-BOC-4-(4-bromophenoxy)piperidine

生成物 1

HCID 126455664-(4-Bromophenoxy)piperidine収率 107.2%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

A solution of 3.5 g (9.83 mmol) of 1,1-dimethylethyl 4-[(4-bromophenyl)oxy]-1-piperidinecarboxylate, prepared in Step 4.1., in 20 ml of dichloromethane is admixed with 10 ml of trifluoroacetic acid and the solution is stirred at ambient temperature for 1 hour. It is evaporated to dryness and then the residue is taken up in 30 ml of toluene, which is evaporated again to dryness. The residue is subsequently washed with pentane and then taken up in a mixture of 60 ml of dichloromethane and 20 ml of 4N aqueous ammonia solution. It is stirred vigorously for 15 minutes and then the organic phase is decanted, dried over sodium sulfate and evaporated to dryness, to give 2.7 g of product in oil form, which is used as it is in the following step.

後処理

  1. customIt is evaporated to dryness
  2. customwhich is evaporated again to dryness
  3. washThe residue is subsequently washed with pentane
  4. additiontaken up in a mixture of 60 ml of dichloromethane and 20 ml of 4N aqueous ammonia solution
  5. stirringIt is stirred vigorously for 15 minutes
  6. customthe organic phase is decanted
  7. dry with materialdried over sodium sulfate
  8. customevaporated to dryness

出典と根拠

ORDレコード
ord-ce2540bae9ad4cf9827075799bfa579d
出典データセット
uspto-grants-2011_09
特許番号
US08026258B2

関連ノート

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