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Iodine → 1-((5-tert-butyl-2-iminothiazol-3(2H)-yl)methyl)cyclopentanol

HRID 538769
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반응식

HRID 538769 반응식
[NH2:1][CH2:2][C:3]1([OH:8])[CH2:7][CH2:6][CH2:5][CH2:4]1.[CH3:9][C:10]([CH3:15])([CH3:14])[CH2:11][CH:12]=O.[S-:16][C:17]#[N:18].[K+].II>C(#N)C>[C:10]([C:11]1[S:16][C:17](=[NH:18])[N:1]([CH2:2][C:3]2([OH:8])[CH2:7][CH2:6][CH2:5][CH2:4]2)[CH:12]=1)([CH3:15])([CH3:14])[CH3:9]
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참가 물질

6

반응물 4

HCID 807IodineHCID 763353,3-DimethylbutanalHCID 516872Potassium thiocyanateHCID 130512021-(Aminomethyl)cyclopentan-1-ol

생성물 1

HCID 668518901-((5-tert-butyl-2-iminothiazol-3(2H)-yl)methyl)cyclopentanol수율 73.3%

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

A mixture of 1-(aminomethyl)cyclopentanol (prepared from cyclopentanone as described in WO 2006/100208) (3.5 g, 30 mmol), 3,3-dimethylbutanal (3.4 g, 33 mmol), 4 Å molecular sieves (4 g, 8-12 mesh beads), potassium thiocyanate (3.9 g, 40 mmol) and iodine (7.7 g, 30 mmol) in acetonitrile (50 mL) were processed as described in Example 18A to provide the title compound (5.6 g, 22 mmol, 72% yield). MS (DCI/NH3) m/z 255 (M+H)+.

출처 및 근거

ORD 기록
ord-a06a0d64612844a88d532f3050cdad5b
출처 데이터셋
uspto-grants-2014_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08865753B2

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