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Water → HCID 58281299, 화합물

HRID 552325
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HRID 552325 반응식
C[O:2][C:3](=O)[CH2:4][CH:5]([CH2:11][C:12]#[N:13])[CH2:6][C:7](OC)=[O:8].[H-].[H-].[H-].[H-].[Li+].[Al+3].O>C1COCC1>[OH:2][CH2:3][CH2:4][CH:5]([CH2:6][CH2:7][OH:8])[CH2:11][C:12]#[N:13]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 962WaterHCID 21226445Aluminium lithium hydrideHCID 59843343Dimethyl 3-(cyanomethyl)pentanedioate

생성물 1

HCID 58281299HCID 58281299, 화합물수율 86%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

Under nitrogen atmosphere, 3-cyanomethyl-pentanedioic acid dimethyl ester (212 g) was added to a suspension of LiAlH4 (50.0 g) in THF (1.8 L) at −20° C. After stirring for 30 min., H2O (200 mL) was slowly added to the reaction mixture. The insoluble material was removed by filtration and the filtrate was concentrated under reduced pressure to obtain 5-hydroxy-3-(2-hydroxy-ethyl)-pentanenitrile (131 g). 1H NMR (200 MHz, CDCl3) δ ppm 1.38-1.91 (m, 4 H) 1.98-2.36 (m, 1 H) 2.50 (d, J=5.71 Hz, 2 H) 3.51-3.90 (m, 4 H).

후처리

  1. customThe insoluble material was removed by filtration
  2. concentrationthe filtrate was concentrated under reduced pressure

출처 및 근거

ORD 기록
ord-be2acfca88114277a951b9b89e9c200e
출처 데이터셋
uspto-grants-2011_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07951811B2

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