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5,5,8,8-Tetramethyl-5,6,7,8-tetrahydronaphthalen-2-amine → Methyl 4-[1-pentyl-3-(5,5,8,8-tetramethyl-5,6,7,8-tetrahydro-naphthalen-2-yl)-ureido]-benzoate

HRID 1759781
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인쇄 미리보기

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HRID 1759781 반응식
[CH3:1][O:2][C:3]([C:5]1[CH:10]=[CH:9][C:8]([N:11]([CH2:15][CH2:16][CH2:17][CH2:18][CH3:19])[C:12](Cl)=[O:13])=[CH:7][CH:6]=1)=[O:4].[CH3:20][C:21]1([CH3:34])[CH2:30][CH2:29][C:28]([CH3:32])([CH3:31])[C:27]2[CH:26]=[C:25]([NH2:33])[CH:24]=[CH:23][C:22]1=2>N1C=CC=CC=1>[CH2:15]([N:11]([C:8]1[CH:9]=[CH:10][C:5]([C:3]([O:2][CH3:1])=[O:4])=[CH:6][CH:7]=1)[C:12]([NH:33][C:25]1[CH:24]=[CH:23][C:22]2[C:21]([CH3:34])([CH3:20])[CH2:30][CH2:29][C:28]([CH3:32])([CH3:31])[C:27]=2[CH:26]=1)=[O:13])[CH2:16][CH2:17][CH2:18][CH3:19]
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 114697605,5,8,8-Tetramethyl-5,6,7,8-tetrahydronaphthalen-2-amineHCID 226000294-Methoxycarbonylphenyl-pentyl-carbamoyl chloride

생성물 1

HCID 22600038Methyl 4-[1-pentyl-3-(5,5,8,8-tetramethyl-5,6,7,8-tetrahydro-naphthalen-2-yl)-ureido]-benzoate수율 67%

시약·촉매·용매 1

HCID 1049Pyridine용매

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온도
40 °C

실험 절차

A solution of 4-methoxycarbonylphenyl-pentyl-carbamoyl chloride (45) (180 mg, 0.63 mmole) in 5 mL pyridine was treated with 130 mg of 5,5,8,8-tetramethyl-5,6,7,8-tetrahydro-naphthalen-2-ylamine (1.05 eq.) and stirred at 40° C. for 15 hours. The reaction mixture was concentrated in vacuo to give an orange oil which was purified by flash chromatography (SiO2, 10%-20% ethyl acetate/hexanes) to provide 190 mg (67%) of methyl 4-[1-pentyl-3-(5,5,8,8-tetramethyl-5,6,7,8-tetrahydro-naphthalen-2-yl)-ureido]-benzoate (47) as a colorless oil.

후처리

  1. concentrationThe reaction mixture was concentrated in vacuo
  2. customto give an orange oil which
  3. customwas purified by flash chromatography (SiO2, 10%-20% ethyl acetate/hexanes)

출처 및 근거

ORD 기록
ord-c98db08afc094407bdef0f6b90beae20
출처 데이터셋
uspto-grants-2005_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06838472B2

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