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2-Thiophenecarboxaldehyde → 9-(2-Thienyl)-8-nonenoic acid

HRID 611686
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반응식

HRID 611686 반응식
[Br-].[C:2]([CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][P+](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1)([OH:4])=[O:3].[S:31]1[CH:35]=[CH:34][CH:33]=[C:32]1[CH:36]=O>C1COCC1>[S:31]1[CH:35]=[CH:34][CH:33]=[C:32]1[CH:36]=[CH:11][CH2:10][CH2:9][CH2:8][CH2:7][CH2:6][CH2:5][C:2]([OH:4])=[O:3]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 73642-ThiophenecarboxaldehydeHCID 11317723(7-Carboxyheptyl)triphenylphosphonium bromide

생성물 1

HCID 538570579-(2-Thienyl)-8-nonenoic acid수율 59%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

This compound was synthesized from 7-carboxyheptyltriphenylphosphonium bromide (9.71 g, 20 mmol) and 2-thiophenecarboxaldehyde (2.24 g, 20 mmol) in THF (100 mL) by a Wittig reaction. Crystallization afforded the product (2.79 g, 59%) as white crystals (mp 45-46° C.). IR: 3400-2500, 1720, 710 cm-1 ; 1H-NMR: 1.45 (m, 8 H), 2.35 (m, 4 H), 5.55 (m, 1 H), 6.50 (d, 1 H), 7.00 (m, 3 H), 11.00 (bs, 1 H). Anal. Calcd. for C13Hl8SO2 : C, 65.51, H, 7.61%; Found: C, 65.58, H, 7.63%. Z:E=75:25.

후처리

  1. customCrystallization

출처 및 근거

ORD 기록
ord-f9883ccb462341058de5c59acdf32523
출처 데이터셋
uspto-grants-1999_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06001869

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