Piperidin-4-ol → Hpr 611

HRID 66310노트

반응식

HRID 66310 반응식
[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

참가 물질

6

반응물 3

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

생성물 1

HCID 3082453Hpr 611수율 80.8%

시약·촉매·용매 2

HCID 887Methanol용매HCID 10942334Sodium Methoxide용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-96b26f98857542468026d27821d2f913
출처 데이터셋
uspto-grants-1978_12
특허 번호
US04131681

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