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3-Hydroxypyridine → Benzyl (2-oxo-2-(piperidin-1-yl)ethyl)carbamate

HRID 1658407
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반응식

HRID 1658407 반응식
[NH:1]1[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[Na].OC1C=NC=CC=1.C1([O:21][C:22](=O)[CH2:23][NH:24][C:25]([O:27][CH2:28][C:29]2[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=2)=[O:26])C=CC=CC=1>C(OCC)(=O)C>[CH2:28]([O:27][C:25]([NH:24][CH2:23][C:22]([N:1]1[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1)=[O:21])=[O:26])[C:29]1[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=1
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참가 물질

6

반응물 4

HCID 79713-HydroxypyridineHCID 8082PiperidineHCID 357740HCID 357740, 화합물HCID 5360545Sodium

생성물 1

HCID 21415582Benzyl (2-oxo-2-(piperidin-1-yl)ethyl)carbamate수율 68%

시약·촉매·용매 1

HCID 8857Ethyl Acetate용매

실험 절차

8.5 g. of piperidine and 1.2 g. of the sodium salt of 3-hydroxypyridine are added to 100 ml. of ethyl acetate, and 28.5 g. of benzyloxycarbonylglycine phenyl ester is added thereto with stirring at room temperature, whereupon reaction immediately starts and is complete in 2 hours. The product is worked up as previously described to give an oil which is crystallized from acetone-water. 18.7 g. of N-(benzyloxycarbonylglycyl)-piperidine are obtained (yield: 68%). m.p. 111° - 112°C. A single spot is obtained therefrom by thin layer chromatography. An additional 5.9 g. of crystals are obtained from the mother liquor, (yield: 21%). m.p. 109.5° - 112°C.

후처리

  1. customto give an oil which
  2. customis crystallized from acetone-water

출처 및 근거

ORD 기록
ord-1abb4699abd344ada57040b528e04206
출처 데이터셋
uspto-grants-1976_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US03963728

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