5-Vinylresorcinol dibenzylether → 5-Ethylbenzene-1,3-diol

HRID 482115ノート

反応式

HRID 482115 の反応式
[CH:1]([C:3]1[CH:9]=[C:7]([OH:8])[C:6]2C3C(COCC4C([C:4]=1[C:5]=2[OH:25])=CC=CC=4)=CC=CC=3)=[CH2:2]>C(O)C.[Pd]>[CH2:1]([C:3]1[CH:4]=[C:5]([OH:25])[CH:6]=[C:7]([CH:9]=1)[OH:8])[CH3:2]

参加物

4

反応物 1

HCID 1317207965-Vinylresorcinol dibenzylether

生成物 1

HCID 127958985-Ethylbenzene-1,3-diol収率 109.1%

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 702Ethanol溶媒

実験手順

A mixture of 1.07 g (3.39 mmol) of 5-vinylresorcinol dibenzylether, as prepared in the preceding step, and 200 mg of 10% Pd/C in 20 mL of ethanol was hydrogenated at atmospheric pressure and ambient temperature for 14 h. The reaction mixture was filtered through diatomaceous earth (ethanol rinse) and concentrated to give 511 mg of the crude title compound which was used as is in the next reaction. 1H-NMR (300 MHz, CDCl3): δ 6 6.27 (dd, 1H, J=0.4, 2.2 Hz), 6.18 (t, 2H), 2.53 (q, 2H), 1.19 (t, 3H). Mass spectrum (MALDI-TOF; sinapinic acid matrix) calcd. for C8H10O2 :139.1 (M+H). Found: 139.5.

後処理

  1. filtrationThe reaction mixture was filtered through diatomaceous earth (ethanol rinse)
  2. concentrationconcentrated

出典と根拠

ORDレコード
ord-7f26860c1048485aa197c18494ff9e6e
出典データセット
uspto-grants-1998_08
特許番号
US05792769

反応ノート

読み込み中…