Chlorosuccinimide → 2-[(3-Chloro-2-hydroxymethyl-pyridin-4-yl)-methylamino]-ethanol

HRID 1637627노트

반응식

HRID 1637627 반응식
[Cl:1]N1C(=O)CCC1=O.[OH:9][CH2:10][C:11]1[CH:16]=[C:15]([N:17]([CH3:21])[CH2:18][CH2:19][OH:20])[CH:14]=[CH:13][N:12]=1>C(O)(=O)C>[Cl:1][C:16]1[C:11]([CH2:10][OH:9])=[N:12][CH:13]=[CH:14][C:15]=1[N:17]([CH3:21])[CH2:18][CH2:19][OH:20]

참가 물질

4

반응물 2

HCID 31398ChlorosuccinimideHCID 187993842-[(2-Hydroxymethyl-pyridin-4-yl)-methyl-amino]-ethanol

생성물 1

HCID 537528042-[(3-Chloro-2-hydroxymethyl-pyridin-4-yl)-methylamino]-ethanol

시약·촉매·용매 1

HCID 176Acetic Acid용매

실험 절차

N-Chlorosuccinimide (25 g, 187 mmol) is added in 5 portions to a solution of 2-[(2-hydroxymethyl-pyridin-4-yl)-methyl-amino]-ethanol (30 g of the crude product isolated in step a), 140 mmol) in acetic acid (170 ml) over a period of 3 h. Stirring is continued for I h and the solvent is evaporated in vacuo. The residue is treated with 6N sodium hydroxide solution and extracted with ethyl acetate. The combined organic extracts are washed with water, dried over magnesium sulfate and evaporated in vacuo. The residue is chromatographed (silica, toluene/dioxane 2:1) to give the title compound as a brown solid. M.p. 49-53° C.

후처리

  1. customthe solvent is evaporated in vacuo
  2. additionThe residue is treated with 6N sodium hydroxide solution
  3. extractionextracted with ethyl acetate
  4. washThe combined organic extracts are washed with water
  5. dry with materialdried over magnesium sulfate
  6. customevaporated in vacuo
  7. customThe residue is chromatographed (silica, toluene/dioxane 2:1)

출처 및 근거

ORD 기록
ord-0f5d6ba912894d34b2a78b56778cc574
출처 데이터셋
uspto-grants-2000_03
특허 번호
US06043242

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