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Sodium hydride → HCID 11440164, 화합물

HRID 393170
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HRID 393170 반응식
[H-].[Na+].[OH:3][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[N:10]1[CH:14]=[CH:13][CH:12]=[CH:11]1.Br[CH:16]([C:22]1[C:31]2[C:26](=[CH:27][CH:28]=[CH:29][CH:30]=2)[CH:25]=[CH:24][CH:23]=1)[C:17]([O:19][CH2:20][CH3:21])=[O:18]>C1COCC1>[CH2:20]([O:19][C:17](=[O:18])[CH:16]([C:22]1[C:31]2[C:26](=[CH:27][CH:28]=[CH:29][CH:30]=2)[CH:25]=[CH:24][CH:23]=1)[O:3][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[N:10]1[CH:14]=[CH:13][CH:12]=[CH:11]1)[CH3:21]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 24758Sodium hydrideHCID 7123342-(1H-Pyrrol-1-Yl)PhenolHCID 13438950Ethyl bromo(naphthalen-1-yl)acetate

생성물 1

HCID 11440164HCID 11440164, 화합물수율 49.5%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

실험 절차

Sodium hydride (90 mg, 3.9 mmol) was added to a solution of 1-(2-hydroxyphenyl)pyrrole (0.4 g, 2.5 mmol) in anhydrous THF (5 mL) at rt. The reaction mixture was stirred for 1 h at rt, and then a solution of ethyl α-bromo-α-(1-naphtyl)acetate (1.0 g, 4.0 mmol) in anhydrous THF (5 mL) was added dropwise. After 12 h at rt, the solvent was removed in vacuo, and the residue was taken up in dichloromethane. The organic layers were washed with brine, dried, and evaporated. The residue was purified by chromatography (toluene) to give 0.46 g of the title compound as a colorless oil; IR (neat): 1734 cm−1; 1H NMR (CDCl3) δ 1.10 (t, 3 H, J=7.0 Hz), 4.10 (m, 2 H,), 6.15 (s, 1 H), 6.30 (m, 2 H), 6.35-8.25 (m, 13 H).

후처리

  1. waitAfter 12 h at rt
  2. customthe solvent was removed in vacuo
  3. washThe organic layers were washed with brine
  4. customdried
  5. customevaporated
  6. customThe residue was purified by chromatography (toluene)

출처 및 근거

ORD 기록
ord-9a9631094c134005b3b817b236bcd313
출처 데이터셋
uspto-grants-2004_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06806267B1

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