Hydrogen Bromide → 4-(2-Bromoethyl)phenol

HRID 133776

반응식

HRID 133776 반응식
[OH:1][C:2]1[CH:10]=[CH:9][C:5]([CH2:6][CH2:7]O)=[CH:4][CH:3]=1.[BrH:11]>O>[Br:11][CH2:7][CH2:6][C:5]1[CH:9]=[CH:10][C:2]([OH:1])=[CH:3][CH:4]=1

참가 물질

4

반응물 2

HCID 260Hydrogen BromideHCID 10393Tyrosol

생성물 1

HCID 842214-(2-Bromoethyl)phenol수율 92%

시약·촉매·용매 1

HCID 962Water용매

실험 절차

(4-Hydroxyphenethyl) alcohol (1.50 g, 0.01086 mol) and 48 wt. % hydrobromic acid (10 ml) were heated at 100° C. for 1.5 h. After being cooled, the reaction mixture was poured into water and extracted with ethyl acetate. The extracts were washed with water, dried and concentrated in vacuo to give a raw product. Purification by flash chromatography (heptane/ethyl acetate 9:1) gave a pure product (2.01 g, 92%). 1H NMR (400 MHz, DMSO-d6): 2.99 (2H, t, 3J=7.4 Hz), 3.63 (2H, t, 3J=7.4 Hz), 6.68 (2H, d, 3J=8.5 Hz), 7.05 (2H, d, 3J=8.3 Hz), 9.24 (1H, s, —OH).

후처리

  1. temperatureAfter being cooled
  2. extractionextracted with ethyl acetate
  3. washThe extracts were washed with water
  4. customdried
  5. concentrationconcentrated in vacuo
  6. customto give a raw product
  7. customPurification by flash chromatography (heptane/ethyl acetate 9:1)

출처 및 근거

ORD 기록
ord-9609a09fd22149698b73eed8b1367578
출처 데이터셋
uspto-grants-2008_06
특허 번호
US07390923B2

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