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Acetyl chloride → N-Benzyl-4-(carbethoxymethoxy)-piperidine

HRID 329027
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HRID 329027 반응식
[C:1](Cl)(=[O:3])[CH3:2].[CH2:5]([N:12]1[CH2:17][CH2:16][CH:15]([O:18][CH2:19][CH2:20][OH:21])[CH2:14][CH2:13]1)[C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1.C(N(CC)CC)C>C1C=CC=CC=1>[CH2:5]([N:12]1[CH2:13][CH2:14][CH:15]([O:18][CH2:19][C:20]([O:3][CH2:1][CH3:2])=[O:21])[CH2:16][CH2:17]1)[C:6]1[CH:7]=[CH:8][CH:9]=[CH:10][CH:11]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 6367Acetyl chlorideHCID 8471TriethylamineHCID 202953472-((1-Benzylpiperidin-4-yl)oxy)ethanol

생성물 1

HCID 20295373N-Benzyl-4-(carbethoxymethoxy)-piperidine수율 66%

시약·촉매·용매 1

HCID 241Benzene용매

실험 절차

15.6 g (0.2 mole) of acetyl chloride were added dropwise while cooling at 20° C with an ice bath to a solution of 47 g (0.2 mole) of 2-(1-benzyl-4-piperidyloxy)-ethanol, prepared according to the step B of Example I, and 20.2 g (0.2 mole) of triethylamine in 300 ml of benzene and after standing for 48 hours at room temperature, the precipitate was removed by vacuum filtration. The benzene filtrate was washed with aqueous sodium bicarbonate solution, then water, dried and the benzene distilled off. The residue was distilled to obtain 36.5 g (66% yield) of ethyl 2-(1-benzyl-4-piperidyloxy)-acetate as a clear oil boiling at 160°-170° C at 0.1 mm Hg and having a refractive index nD20 = 1.512.

후처리

  1. customprepared
  2. customthe precipitate was removed by vacuum filtration
  3. washThe benzene filtrate was washed with aqueous sodium bicarbonate solution
  4. dry with materialwater, dried
  5. distillationthe benzene distilled off
  6. distillationThe residue was distilled

출처 및 근거

ORD 기록
ord-a1887121735d4623a5e1f2aebb99ca7d
출처 데이터셋
uspto-grants-1977_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04018922

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