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Hydrochloric Acid → 3-[(1-Naphthyloxy)methyl]pyrrolidine

HRID 912744
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HRID 912744 반응식
[C:1]1([O:11][CH2:12][CH:13]2[CH2:17][CH2:16][N:15](C(OC(C)(C)C)=O)[CH2:14]2)[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][CH:2]=1.Cl>O1CCOCC1>[C:1]1([O:11][CH2:12][CH:13]2[CH2:17][CH2:16][NH:15][CH2:14]2)[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][CH:2]=1
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참가 물질

4

반응물 2

HCID 313Hydrochloric AcidHCID 674164501,1-Dimethylethyl 3-[(1-naphthalenyloxy)methyl]-1-pyrrolidinecarboxylate

생성물 1

HCID 450755773-[(1-Naphthyloxy)methyl]pyrrolidine수율 72.2%

시약·촉매·용매 1

HCID 312751,4-Dioxane용매

실험 절차

A solution of 0.42 g (1.28 mmol) of 1,1-dimethylethyl 3-[(1-naphthalenyloxy)methyl]-1-pyrrolidinecarboxylate, prepared in Step 12.1., in 10 ml of 1,4-dioxane and 6 ml of a 2N solution of aqueous hydrochloric acid is stirred for 6 hours. It is evaporated to dryness and then coevaporation is carried out twice with toluene. The solid residue is washed with diethyl ether. The solid is taken up in dichloromethane and concentrated ammonia solution is added until a basic pH is obtained. The system is filtered on a Whatman PTFE cartridge and the organic phase is concentrated, to give 0.21 g of oily product, which is used as it is in the following step.

후처리

  1. customIt is evaporated to dryness
  2. washThe solid residue is washed with diethyl ether
  3. additionconcentrated ammonia solution is added until a basic pH
  4. customis obtained
  5. filtrationThe system is filtered on a Whatman PTFE cartridge
  6. concentrationthe organic phase is concentrated

출처 및 근거

ORD 기록
ord-5371b4a746d3447b9194244ba14611c6
출처 데이터셋
uspto-grants-2011_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08026258B2

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