Hydrochloric Acid → 4-(4-Methoxybenzyl)benzyl alcohol

HRID 426753

反応式

HRID 426753 の反応式
B.[CH3:2][O:3][C:4]1[CH:19]=[CH:18][C:7]([CH2:8][C:9]2[CH:17]=[CH:16][C:12]([C:13](O)=[O:14])=[CH:11][CH:10]=2)=[CH:6][CH:5]=1.Cl>O1CCCC1>[CH3:2][O:3][C:4]1[CH:19]=[CH:18][C:7]([CH2:8][C:9]2[CH:17]=[CH:16][C:12]([CH2:13][OH:14])=[CH:11][CH:10]=2)=[CH:6][CH:5]=1

参加物

5

反応物 3

HCID 313Hydrochloric AcidHCID 6331BoraneHCID 2579874-(4-Methoxybenzyl)benzoic acid

生成物 1

HCID 2584334-(4-Methoxybenzyl)benzyl alcohol

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

実験手順

A solution of 110 ml. (0.11 m) of 1 M boron hydride (BH3) in tetrahydrofuran was slowly added to a solution of 24.2 g. (0.10 m) of 4-(4-methoxybenzyl)benzoic acid in 110 ml. of tetrahydrofuran at 0° C. The addition was complete in 20 minutes and the reaction mixture was stirred at room temperature for one hour. The reaction mixture was carefully acidified with hydrochloric acid and the solvent removed. The residue was partitioned between water and ether, and the ether layer was washed with aqueous sodium hydroxide, dried over anhydrous magnesium sulfate and concentrated to give 22.2 g. of 4-(4-methoxybenzyl)benzyl alcohol, m.p. 68°-72° C. when recrystallized from cyclohexane.

後処理

  1. customat 0° C
  2. additionThe addition
  3. customthe solvent removed
  4. customThe residue was partitioned between water and ether
  5. washthe ether layer was washed with aqueous sodium hydroxide
  6. dry with materialdried over anhydrous magnesium sulfate
  7. concentrationconcentrated
  8. customto give 22.2 g
  9. customof 4-(4-methoxybenzyl)benzyl alcohol, m.p. 68°-72° C. when recrystallized from cyclohexane

出典と根拠

ORDレコード
ord-a6d760e80db64c17ab92589eb925474d
出典データセット
uspto-grants-1979_10
特許番号
US04171371

関連ノート

読み込み中…