Methyl chloroformate → N-cyclopropyl-2-[3-(3-thienyl)phenoxy]ethoxyacetamide

HRID 1464778

반응식

HRID 1464778 반응식
[S:1]1[CH:5]=[CH:4][C:3]([C:6]2[CH:7]=[C:8]([CH:17]=[CH:18][CH:19]=2)[O:9][CH2:10][CH2:11][O:12][CH2:13][C:14]([OH:16])=O)=[CH:2]1.ClC(OC)=O.C(N(CC)CC)C.[CH:32]1([NH2:35])[CH2:34][CH2:33]1>O1CCCC1.O.C(OCC)C>[CH:32]1([NH:35][C:14](=[O:16])[CH2:13][O:12][CH2:11][CH2:10][O:9][C:8]2[CH:17]=[CH:18][CH:19]=[C:6]([C:3]3[CH:4]=[CH:5][S:1][CH:2]=3)[CH:7]=2)[CH2:34][CH2:33]1

참가 물질

8

반응물 4

HCID 6586Methyl chloroformateHCID 8471TriethylamineHCID 69828CyclopropylamineHCID 199171292-[3-(3-Thienyl)phenoxy]ethoxyacetic acid

생성물 1

HCID 19917094N-cyclopropyl-2-[3-(3-thienyl)phenoxy]ethoxyacetamide

시약·촉매·용매 3

HCID 962Water용매HCID 3283Diethyl Ether용매HCID 8028Tetrahydrofuran용매

실험 절차

0.36 g of 2-[3-(3-thienyl)phenoxy]ethoxyacetic acid was dissolved in 7 ml of tetrahydrofuran, and under ice cooling, 110 μl of methyl chloroformate and 200 μl of triethylamine were added. After the mixture was stirred with cooling for 30 minutes, 178 μl of cyclopropylamine was added. The mixture was stirred at room temperature for 1 hour, and then ethyl ether and water were added. The organic layer separated was worked up in a customary manner to give 0.31 g of N-cyclopropyl-2-[3(3-thienyl)phenoxy]ethoxyacetamide as a pale yellow oil.

후처리

  1. temperaturewith cooling for 30 minutes
  2. stirringThe mixture was stirred at room temperature for 1 hour
  3. customThe organic layer separated

출처 및 근거

ORD 기록
ord-00b2379688df4f7bbced0f31c4d34416
출처 데이터셋
uspto-grants-1994_04
특허 번호
US05306728

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