Hydrogen Bromide → 1-(Bromomethyl)-2-phenylbenzene

HRID 444237

反応式

HRID 444237 の反応式
[C:1]1([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)[C:2]([CH2:7]O)=[CH:3][CH:4]=[CH:5][CH:6]=1.S(=O)(=O)(O)O.[BrH:20]>>[Br:20][CH2:7][C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][C:1]=1[C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1

参加物

4

反応物 3

HCID 260Hydrogen BromideHCID 1118Sulfuric AcidHCID 76229(1,1'-Biphenyl)-2-methanol

生成物 1

HCID 2633651-(Bromomethyl)-2-phenylbenzene

実験手順

A stirred solution of 58.9 g (0.319 mole) of 2-biphenylmethanol and 6 ml of concentrated sulfuric acid in 67 ml of aqueous 48% hydrobromic acid was heated under reflux for 5 hours. The reaction mixture was cooled to ambient temperature, poured into ice-water, and the resulting mixture extracted with three portions of 100 ml each of diethyl ether. The combined extracts were washed with 50 ml of a saturated aqueous solution of sodium bicarbonate, then with 50 ml of water. The organic layer was dried with magnesium sulfate, filtered and the filtrate concentrated under reduced pressure to give 76.8 g of 2-(bromomethyl)biphenyl as a residual oil. The nmr and ir spectra were consistent with the proposed structure.

後処理

  1. temperatureunder reflux for 5 hours
  2. extractionthe resulting mixture extracted with three portions of 100 ml each of diethyl ether
  3. washThe combined extracts were washed with 50 ml of a saturated aqueous solution of sodium bicarbonate
  4. dry with materialThe organic layer was dried with magnesium sulfate
  5. filtrationfiltered
  6. concentrationthe filtrate concentrated under reduced pressure

出典と根拠

ORDレコード
ord-53eb0207b0184cbcbe3592b8c3ef873b
出典データセット
uspto-grants-1981_04
特許番号
US04263319

関連ノート

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