Hydrochloric Acid → 3-(4-Bromothiophen-2-yl)acrylic acid

HRID 734308노트

반응식

HRID 734308 반응식
[Br:1][C:2]1[CH:3]=[C:4]([CH:7]=O)[S:5][CH:6]=1.C(O)(=O)[CH2:10][C:11]([OH:13])=[O:12].N1CCCCC1.Cl>N1C=CC=CC=1.O>[Br:1][C:2]1[CH:3]=[C:4]([CH:7]=[CH:10][C:11]([OH:13])=[O:12])[S:5][CH:6]=1

참가 물질

7

반응물 4

HCID 313Hydrochloric AcidHCID 867Malonic AcidHCID 8082PiperidineHCID 877924-Bromothiophene-2-carbaldehyde

생성물 1

HCID 27744523-(4-Bromothiophen-2-yl)acrylic acid수율 115.5%

시약·촉매·용매 2

HCID 962Water용매HCID 1049Pyridine용매

반응 조건

온도
100 °C

실험 절차

The mixture of 4-bromo-thiophene-2-carbaldehyde (10 g, 0.052 mol), malonic acid (6.5 g, 0.063 mol) and piperidine (0.5 ml) in pyridine (40 ml) was stirred for 14 hours at 100° C., which was cooled down to room temperature and poured into water, and resultant mixture was acidified with concentrated HCl. The generated precipitate was collected by filtration, which was suspended with EtOH (50 ml) and water (100 ml). The precipitate was collected by filtration and dried under the reduced pressure to give 3-(4-bromo-thiophen-2-yl)-acrylic acid (14 g). 1H NMR (400 MHz, DMSO-d6) ppm 7.79 (s, 1H), 7.67 (d, J=15.9 Hz, 1H), 7.56 (s, 1H), 6.26 (d, J=15.9 Hz, 1H).

후처리

  1. temperaturewhich was cooled down to room temperature
  2. filtrationThe generated precipitate was collected by filtration, which
  3. filtrationThe precipitate was collected by filtration
  4. customdried under the reduced pressure

출처 및 근거

ORD 기록
ord-06b3702fa2b440b5bead22d1420ff004
출처 데이터셋
uspto-grants-2009_09
특허 번호
US07592352B2

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