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2-Phenylethanol → Acetic acid, 2-cyano-, 2-phenylethyl ester

HRID 973445
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반응식

HRID 973445 반응식
[CH:1]1[CH:6]=[CH:5][C:4]([CH2:7][CH2:8][OH:9])=[CH:3][CH:2]=1.[C:10]([CH2:12][C:13](O)=[O:14])#[N:11]>CN(C=O)C.CN(C)C1C=CN=CC=1>[C:10]([CH2:12][C:13]([O:9][CH2:8][CH2:7][C:4]1[CH:5]=[CH:6][CH:1]=[CH:2][CH:3]=1)=[O:14])#[N:11]
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참가 물질

5

반응물 2

HCID 60542-PhenylethanolHCID 9740Cyanoacetic acid

생성물 1

HCID 15027268Acetic acid, 2-cyano-, 2-phenylethyl ester수율 44%

시약·촉매·용매 2

HCID 142844-(Dimethylamino)pyridine촉매HCID 6228Dimethylformamide용매4회

반응 조건

온도
0 °C

실험 절차

To a solution of β-phenethyl alcohol (3.6 ml, 30.0 mmol) in DMF (30 ml) was added cyanoacetic acid (2.55 g, 30.0 mmol) in DMF (20 ml) and the whole was cooled to 0° C. 1-Ethyl-3-(3-dimethylaminopropyl)carbodiimido (4.66 g, 30.0 mmol) in DMF (5 ml) and 4-dimethylaminopyridine (0.37 g, 3.0 mmol) in DMF (10 ml) were then added to the mixture in that order at 0° C. and stirring was continued for 1 hour at this temperature and 18 hours at room temperature. The reaction mixture was concentrated in vacuo and purified by column chromatography to afford phenethyl cyanoacetate (2.49 g, 13.2 mmol).

후처리

  1. concentrationThe reaction mixture was concentrated in vacuo
  2. custompurified by column chromatography

출처 및 근거

ORD 기록
ord-d44688fa6d6f467caeda7299acc07341
출처 데이터셋
uspto-grants-1991_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05063243

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