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

HRID 482115노트

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HRID 482115 반응식
[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]

참가 물질

4

반응물 1

HCID 1317207965-Vinylresorcinol dibenzylether

생성물 1

HCID 127958985-Ethylbenzene-1,3-diol수율 109.1%

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 702Ethanol용매

실험 절차

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.

후처리

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

출처 및 근거

ORD 기록
ord-7f26860c1048485aa197c18494ff9e6e
출처 데이터셋
uspto-grants-1998_08
특허 번호
US05792769

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