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Triethylamine → Methyl-N-(5-bromo-1-naphthoyl)-2-(1-naphthalenyl)acetimidate

HRID 2232059
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HRID 2232059 반응식
Cl.[CH3:2][O:3][C:4](=[NH:16])[CH2:5][C:6]1[C:15]2[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=2)[CH:9]=[CH:8][CH:7]=1.C(N(CC)CC)C.[Br:24][C:25]1[CH:34]=[CH:33][CH:32]=[C:31]2[C:26]=1[CH:27]=[CH:28][CH:29]=[C:30]2[C:35](Cl)=[O:36]>C1(C)C=CC=CC=1>[CH3:2][O:3][C:4](=[N:16][C:35]([C:30]1[C:31]2[C:26](=[C:25]([Br:24])[CH:34]=[CH:33][CH:32]=2)[CH:27]=[CH:28][CH:29]=1)=[O:36])[CH2:5][C:6]1[C:15]2[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=2)[CH:9]=[CH:8][CH:7]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 27718835-Bromonaphthalene-1-carbonyl chlorideHCID 19863964Methyl-2-(1-naphthalenyl)acetimidate Hydrochloride

생성물 1

HCID 19863963Methyl-N-(5-bromo-1-naphthoyl)-2-(1-naphthalenyl)acetimidate수율 100%

시약·촉매·용매 1

HCID 1140Toluene용매

실험 절차

According to the procedure of Soto et al, Synthesis, 483, (1983), to a stirred suspension of methyl-2-(1-naphthalenyl)acetimidate hydrochloride (prepared in Step 1) (11.7 g, 0.050 mol), in dry toluene (150 mL) was added triethylamine (11.5 g, 0.114 mol). 5-Bromo-1-naphthoyl chloride (13.4 g, 0.050 mol) was added in one portion and the resulting mixture was stirred at room temperature for 16 hours. The precipitated salt was removed by filtration and washed with toluene. The filtrate was concentrated in vacuo to give an orange oil (21.5 g, 100%) which was used without purification.

후처리

  1. customThe precipitated salt was removed by filtration
  2. washwashed with toluene
  3. concentrationThe filtrate was concentrated in vacuo

출처 및 근거

ORD 기록
ord-a52949361f3d4f2ea8fee6b132bfaccf
출처 데이터셋
uspto-grants-1988_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04786640

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