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2-[2-(3-Methoxymethoxyphenyl)ethyl]phenol → 1-t-Butoxycarbonyl-4-(2-{2-[2-(3-methoxymethoxyphenyl)ethyl]phenoxy}ethyl)piperidine

HRID 743277
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HRID 743277 반응식
[CH3:1][O:2][CH2:3][O:4][C:5]1[CH:6]=[C:7]([CH2:11][CH2:12][C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=2[OH:19])[CH:8]=[CH:9][CH:10]=1.[C:20]([O:24][C:25]([N:27]1[CH2:32][CH2:31][CH:30]([CH2:33][CH2:34]OS(C2C=CC(C)=CC=2)(=O)=O)[CH2:29][CH2:28]1)=[O:26])([CH3:23])([CH3:22])[CH3:21].CC(C)([O-])C.[K+]>CC(N(C)C)=O>[C:20]([O:24][C:25]([N:27]1[CH2:32][CH2:31][CH:30]([CH2:33][CH2:34][O:19][C:14]2[CH:15]=[CH:16][CH:17]=[CH:18][C:13]=2[CH2:12][CH2:11][C:7]2[CH:8]=[CH:9][CH:10]=[C:5]([O:4][CH2:3][O:2][CH3:1])[CH:6]=2)[CH2:29][CH2:28]1)=[O:26])([CH3:23])([CH3:22])[CH3:21]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 194238312-[2-(3-Methoxymethoxyphenyl)ethyl]phenolHCID 21936070N-Boc-4-[2-(4-Toluenesulfonyloxy)ethyl]piperidineHCID 23665647Potassium tert-butoxide

생성물 1

HCID 194238641-t-Butoxycarbonyl-4-(2-{2-[2-(3-methoxymethoxyphenyl)ethyl]phenoxy}ethyl)piperidine수율 68.4%

시약·촉매·용매 1

HCID 31374Dimethylacetamide
용매

실험 절차

Following a procedure similar to that described in Example: 40(a), 1.58 g of 2-[2-(3-methoxymethoxyphenyl)ethyl]phenol, 2.34 g of 1-t-butoxycarbonyl-4-[2-(p-toluenesulfonyloxy) ethyl]piperidine and 0.686 g of potassium t-butoxide were reacted in 10 ml of dimethylacetamide. The mixture was then worked up as described in Example 40(a), and the crude product thus obtained was purified by column chromatography through silica gel, using a 4:1 by volume mixture of hexane and ethyl acetate as the eluent, to give 1.96 g (yield 68%) of the title compound as a colorless oil.

후처리

  1. customthe crude product thus obtained
  2. customwas purified by column chromatography through silica gel
  3. additionby volume mixture of hexane and ethyl acetate as the eluent

출처 및 근거

ORD 기록
ord-078adf6c38a84515ba1b9dad364aeb8e
출처 데이터셋
uspto-grants-1996_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05556864

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