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Water → Methyl 4-(5-hexanamidobenzo[b]thien-3-ylmethyl)-3methoxybenzoate

HRID 1080775
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인쇄 미리보기

반응식

HRID 1080775 반응식
[C:1](Cl)(=[O:7])[CH2:2][CH2:3][CH2:4][CH2:5][CH3:6].[NH2:9][C:10]1[CH:31]=[CH:30][C:13]2[S:14][CH:15]=[C:16]([CH2:17][C:18]3[CH:27]=[CH:26][C:21]([C:22]([O:24][CH3:25])=[O:23])=[CH:20][C:19]=3[O:28][CH3:29])[C:12]=2[CH:11]=1.CN1CCOCC1.O>ClCCl>[C:1]([NH:9][C:10]1[CH:31]=[CH:30][C:13]2[S:14][CH:15]=[C:16]([CH2:17][C:18]3[CH:27]=[CH:26][C:21]([C:22]([O:24][CH3:25])=[O:23])=[CH:20][C:19]=3[O:28][CH3:29])[C:12]=2[CH:11]=1)(=[O:7])[CH2:2][CH2:3][CH2:4][CH2:5][CH3:6]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 962WaterHCID 79724-MethylmorpholineHCID 67340Hexanoyl chlorideHCID 14763113Methyl 4-(5-aminobenzo[b]thien-3-ylmethyl)-3-methoxybenzoate

생성물 1

HCID 23365890Methyl 4-(5-hexanamidobenzo[b]thien-3-ylmethyl)-3methoxybenzoate수율 75%

시약·촉매·용매 1

HCID 6344
Dichloromethane
용매

실험 절차

Hexanoyl chloride (0.024 g.) was added to a stirred solution of methyl 4-(5-aminobenzo[b]thien-3-ylmethyl)-3-methoxybenzoate (H) (0.06 g.), and N-methylmorpholine (0.1 ml.) in dichloromethane (3 ml.). The mixture was stirred for 1 hour and then poured into water (20 ml.). The aqueous mixture was extracted with dichloromethane (2×20 ml.). The combined extracts were dried (MgSO4), and evaporated. The mixture was recrystallized from a mixture of ethyl acetate and hexane to give the title compound (0.05 g., 75%) as a colorless solid; NMR (250 MHz, DMSO-d6): 0.87(t,3H, CH2CH3), 1.28(m,4H, CH2.CH2.CH3), 1.59 (quintet,2H, CH2CH2CON), 2.29(t,2H, CH2CON), 3.84(s, 3H, OCH3), 3.91(s,3H, OCH3), 4.11(s,2H, CH2 --Ar), 7.14 (d,1H), 7.34(s,1H), 7.49(m,3H), 7.86(d,1H), 8.11(d, 1H), 9.95(s,1H).

후처리

  1. extractionThe aqueous mixture was extracted with dichloromethane (2×20 ml.)
  2. dry with materialThe combined extracts were dried (MgSO4)
  3. customevaporated
  4. customThe mixture was recrystallized from a mixture of ethyl acetate and hexane

출처 및 근거

ORD 기록
ord-eaf8a9b4a6e44784826428d3f722af8b
출처 데이터셋
uspto-grants-1996_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05583152

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