2-Methoxy-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol → 2-[2-Methoxy-4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenoxymethyl]-benzofuran

HRID 29461ノート

反応式

HRID 29461 の反応式
Br[CH2:2][C:3]1[O:4][C:5]2[CH:11]=[CH:10][CH:9]=[CH:8][C:6]=2[CH:7]=1.[CH3:12][O:13][C:14]1[CH:19]=[C:18]([B:20]2[O:24][C:23]([CH3:26])([CH3:25])[C:22]([CH3:28])([CH3:27])[O:21]2)[CH:17]=[CH:16][C:15]=1[OH:29]>>[CH3:12][O:13][C:14]1[CH:19]=[C:18]([B:20]2[O:24][C:23]([CH3:26])([CH3:25])[C:22]([CH3:28])([CH3:27])[O:21]2)[CH:17]=[CH:16][C:15]=1[O:29][CH2:2][C:3]1[O:4][C:5]2[CH:11]=[CH:10][CH:9]=[CH:8][C:6]=2[CH:7]=1

参加物

3

反応物 2

HCID 27346502-Methoxy-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenolHCID 123263162-(Bromomethyl)-1-benzofuran

生成物 1

HCID 687138222-[2-Methoxy-4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenoxymethyl]-benzofuran収率 29%

実験手順

Alkylation of 2-bromomethyl-benzofuran with 2-methoxy-4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenol was carried out according to Example 136, Step 3, to give 2-[2-methoxy-4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenoxymethyl]-benzofuran in 29% yield. 1H NMR (400 MHz, CDCl3) δ ppm 1.3 (s, 12 H) 3.9 (s, 3 H) 5.3 (s, 2 H) 6.8 (d, J=0.8 Hz, 1 H) 7.0 (d, J=8.1 Hz, 1 H) 7.2 (m, 1 H) 7.3 (m, 2 H) 7.4 (dd, J=8.0, 1.4 Hz, 1 H) 7.5 (dd, J=8.1, 0.8 Hz, 1 H) 7.5 (dd, J=8.0, 1.1 Hz, 1 H).

出典と根拠

ORDレコード
ord-a4ace0e66ecc4feb8f46b4b616f93627
出典データセット
uspto-grants-2008_09
特許番号
US07420001B2

反応ノート

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