Benzyl diethyl phosphate → 5-Benzylfuran-2-carbaldehyde

HRID 1363281

반응식

HRID 1363281 반응식
[CH:1]([C:3]1[O:7][C:6](B(O)O)=[CH:5][CH:4]=1)=[O:2].P(OCC)(OCC)(O[CH2:14][C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1)=O.ClC1C=CC(CC2C=C(C=O)SC=2)=CC=1>>[CH2:14]([C:6]1[O:7][C:3]([CH:1]=[O:2])=[CH:4][CH:5]=1)[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1

참가 물질

4

반응물 3

HCID 298808Benzyl diethyl phosphateHCID 27343555-Formylfuran-2-boronic acidHCID 596485254-(4-Chlorobenzyl)thiophene-2-carbaldehyde

생성물 1

HCID 124185375-Benzylfuran-2-carbaldehyde수율 65%

실험 절차

The title compound was synthesized from 5-formylfuran-2-ylboronic acid (0.80 g, 5.7 mmol) and benzyl diethyl phosphate (1.5 g, 6.3 mmol) using the same conditions used to synthesize 4-(4-chlorobenzyl)thiophene-2-carbaldehyde. Purification by flash chromatography yielded 5-benzyl-furan-2-carbaldehyde as a brown solid (0.37 g, 65%). 1H NMR (400 MHz, CDCl3) δ ppm 9.56 (s, 1H) 7.29-7.38 (m, 3H) 7.24-7.28 (m, 2H) 7.17 (d, J=3.5 Hz, 1H) 6.19 (d, J=3.6 Hz, 1H) 4.07 (s, 2H).

후처리

  1. customPurification by flash chromatography

출처 및 근거

ORD 기록
ord-4fb39b06923d4b3fb473a488b8f877b2
출처 데이터셋
uspto-grants-2011_02
특허 번호
US07884124B2

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