Hydrogen Bromide → 4-(2-Bromoethyl)phenol

HRID 133776ノート

反応式

HRID 133776 の反応式
[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

参加物

4

反応物 2

HCID 260Hydrogen BromideHCID 10393Tyrosol

生成物 1

HCID 842214-(2-Bromoethyl)phenol収率 92%

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

(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).

後処理

  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)

出典と根拠

ORDレコード
ord-9609a09fd22149698b73eed8b1367578
出典データセット
uspto-grants-2008_06
特許番号
US07390923B2

反応ノート

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