Benzylamine → 1-benzyl-5-(benzyloxy)-2-(hydroxymethyl)pyridin-4(1H)-one

HRID 4111

반응식

HRID 4111 반응식
[OH:1][CH2:2][C:3]1O[CH:5]=[C:6]([O:10][CH2:11][C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[C:7](=[O:9])[CH:8]=1.[CH2:18]([NH2:25])[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1>O>[OH:1][CH2:2][C:3]1[N:25]([CH2:18][C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)[CH:5]=[C:6]([O:10][CH2:11][C:12]2[CH:13]=[CH:14][CH:15]=[CH:16][CH:17]=2)[C:7](=[O:9])[CH:8]=1

참가 물질

4

반응물 2

HCID 7504BenzylamineHCID 9015985-(benzyloxy)-2-(hydroxymethyl)-4H-pyran-4-one

생성물 1

HCID 41919451-benzyl-5-(benzyloxy)-2-(hydroxymethyl)pyridin-4(1H)-one

시약·촉매·용매 1

HCID 962Water용매

실험 절차

A solution of 2-(hydroxymethyl)-5-(phenylmethoxy)-4H-pyran-4-one (10.5 g, 45.3 mmol) in benzylamine (40 ml) and water (60 ml) was refluxed for four hours and then stirred overnight at room temperature. The resulting precipitate was collected and washed thoroughly with water to give 9.17 g (28.6 mmol) of 2-(hydroxymethyl)-5-(phenylmethoxy)-1-(phenylmethyl)-4(1H)pyridinone (melting point 146°-147° C.) upon drying. The supernatant was diluted with water to a total volume of 450 ml, and after standing for one hour at room temperature, the resulting precipitate was collected to yield 2.47 g (7.69 mmol) of additional 2-(hydroxymethyl)-5-(phenylmethoxy)-1-(phenylmethyl)-4(1H)-pyridinone upon drying.

후처리

  1. customThe resulting precipitate was collected
  2. washwashed thoroughly with water

출처 및 근거

ORD 기록
ord-5ddfe65b2c3c413f8c72b9a144125d66
출처 데이터셋
uspto-grants-1988_02
특허 번호
US04723002

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