Piperidin-4-ol → Hpr 611

HRID 66310ノート

反応式

HRID 66310 の反応式
[OH:1][CH:2]1[CH2:7][CH2:6][NH:5][CH2:4][CH2:3]1.[Na].[Cl:9][C:10]1[CH:11]=[CH:12][C:13]2[S:17][C:16](=[O:18])[N:15]([CH2:19][C:20](OC)=[O:21])[C:14]=2[CH:24]=1>C[O-].[Na+].CO>[OH:1][CH:2]1[CH2:7][CH2:6][N:5]([C:20]([CH2:19][N:15]2[C:14]3[CH:24]=[C:10]([Cl:9])[CH:11]=[CH:12][C:13]=3[S:17][C:16]2=[O:18])=[O:21])[CH2:4][CH2:3]1

参加物

6

反応物 3

HCID 79341Piperidin-4-olHCID 5360545SodiumHCID 13040939Methyl 2-oxo-5-chloro-3-benzothiazolineacetate

生成物 1

HCID 3082453Hpr 611収率 80.8%

試薬・触媒・溶媒 2

HCID 887Methanol溶媒HCID 10942334Sodium Methoxide溶媒

実験手順

4-Hydroxypiperidine (47.2 g) was added at room temperature to and dissolved in a methanolic sodium methoxide solution prepared from sodium metal (2.2 g) in dry methanol (100 ml). To the resultant solution was added methyl 5-chloro-2-oxo-3-benzothiazolineacetate (100 g), and the mixture was heated for 3 hours under reflux with stirring. The reaction mixture was left to cool, poured into ice water (500 ml) and stirred for 30 minutes. The precipitates were collected, washed with water and then dried to give 3-(4-hydroxypiperidino)carbonylmethyl-5-chloro-2-benzothiazolinone (102.5 g), which was recrystallized from 90% aqueous methanol to give colorless crystals, m.p. 180.1° C.

後処理

  1. temperaturethe mixture was heated for 3 hours
  2. temperatureunder reflux
  3. waitThe reaction mixture was left
  4. temperatureto cool
  5. stirringstirred for 30 minutes
  6. customThe precipitates were collected
  7. washwashed with water
  8. customdried

出典と根拠

ORDレコード
ord-96b26f98857542468026d27821d2f913
出典データセット
uspto-grants-1978_12
特許番号
US04131681

反応ノート

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