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Hydrazine → (2R)-oxolane-2-carbohydrazide

HRID 541250
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HRID 541250 반응식
[O:1]1[CH2:5][CH2:4][CH2:3][C@@H:2]1[C:6]([OH:8])=O.CCN=C=NCCCN(C)C.C1C=CC2N(O)[N:27]=[N:26]C=2C=1.NN>ClCCl>[O:1]1[CH2:5][CH2:4][CH2:3][C@@H:2]1[C:6]([NH:26][NH2:27])=[O:8]
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참가 물질

6

반응물 4

HCID 9321HydrazineHCID 159081-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 757711-HydroxybenzotriazoleHCID 2734707Tetrahydro-2-furoic acid, (+)-

생성물 1

HCID 40566306(2R)-oxolane-2-carbohydrazide수율 445.7%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

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온도
25 °C

실험 절차

A mixture of (R)-tetrahydrofuran-2-carboxylic acid (5.00 g, 43.1 mmol, 1.00 equiv), EDCI (12.4 g, 64.6 mmol, 1.50 equiv) and HOBt (8.70 g, 64.4 mmol, 1.50 equiv) in dichloromethane (100 mL) was stirred for 30 min at 25° C. To the mixture was then added hydrazine (2.00 g, 62.4 mmol, 1.50 equiv) dropwise. The resulting mixture was stirred overnight at 25° C. The solids were removed by filtration, and the filtrate was concentrated in vacuo to furnish 25.0 g (crude) of (R)-tetrahydrofuran-2-carbohydrazide as a yellow oil.

후처리

  1. stirringThe resulting mixture was stirred overnight at 25° C
  2. customThe solids were removed by filtration
  3. concentrationthe filtrate was concentrated in vacuo

출처 및 근거

ORD 기록
ord-bbac68750f9f46808fa79290ea0f7700
출처 데이터셋
uspto-grants-2014_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08871790B2

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