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2-Naphthylacetonitrile → tert-Butyl 4-cyano-4-(naphthalen-2-yl)piperidine-1-carboxylate

HRID 1682993
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반응식

HRID 1682993 반응식
[CH:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][C:2]=1[CH2:11][C:12]#[N:13].Cl[CH2:15][CH2:16][N:17]([CH2:25][CH2:26]Cl)[C:18]([O:20][C:21]([CH3:24])([CH3:23])[CH3:22])=[O:19]>CS(C)=O>[C:21]([O:20][C:18]([N:17]1[CH2:25][CH2:26][C:11]([C:12]#[N:13])([C:2]2[CH:3]=[CH:4][C:5]3[C:10](=[CH:9][CH:8]=[CH:7][CH:6]=3)[CH:1]=2)[CH2:15][CH2:16]1)=[O:19])([CH3:24])([CH3:23])[CH3:22]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 820082-NaphthylacetonitrileHCID 11230235N-BOC-N,N-Bis(2-chloroethyl)amine

생성물 1

HCID 49760261tert-Butyl 4-cyano-4-(naphthalen-2-yl)piperidine-1-carboxylate

시약·촉매·용매 1

HCID 679Dimethyl Sulfoxide용매

실험 절차

Combine naphth-2-ylacetonitrile (10 mmol) and 2-chloro-N-(2-chloroethyl)-N-tert-Butoxycarbonyl-ethanamine (11 mmol) in DMSO (30 mL). Add portionwise, NaNH2 (22 mmol). After the addition, stir for an additional 0.5 h. Pour the contents of the flask over ice (150 g). Extract the mixture with dichloromethane. Dry the organic phase over MgSO4, filter, and concentrate in vacuo to give a residue. Purify to give the title compound.

후처리

  1. additionAdd portionwise
  2. additionAfter the addition
  3. extractionExtract the mixture with dichloromethane
  4. dry with materialDry the organic phase over MgSO4
  5. filtrationfilter
  6. concentrationconcentrate in vacuo
  7. customto give a residue
  8. customPurify

출처 및 근거

ORD 기록
ord-816283b3b575404ca398197f5fe61ef6
출처 데이터셋
uspto-grants-1997_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05635510

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