3-Bromo-1-propanol → 3-[3-(Pentyloxy)phenoxy]propanol

HRID 36140ノート

反応式

HRID 36140 の反応式
[H-].[Na+].[CH2:3]([O:8][C:9]1[CH:10]=[C:11]([OH:15])[CH:12]=[CH:13][CH:14]=1)[CH2:4][CH2:5][CH2:6][CH3:7].Br[CH2:17][CH2:18][CH2:19][OH:20]>CN(C)C=O>[CH2:3]([O:8][C:9]1[CH:10]=[C:11]([CH:12]=[CH:13][CH:14]=1)[O:15][CH2:17][CH2:18][CH2:19][OH:20])[CH2:4][CH2:5][CH2:6][CH3:7]

参加物

5

反応物 3

HCID 123083-Bromo-1-propanolHCID 24758Sodium hydrideHCID 156922293-(Pentyloxy)phenol

生成物 1

HCID 224080143-[3-(Pentyloxy)phenoxy]propanol

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒2 回

実験手順

A mixture of 0.80 g of 60% NaH in 28 ml of anhydrous dimethylformamide is cooled in an ice bath. To this is added 3.01 g of the above 3-pentyloxyphenol oil dissolved in 7 ml of anhydrous dimethylformamide. This mixture is then stirred at room temperature for 45 minutes; 1.81 ml of 3-Bromopropanol are added; and the resultant mixture is stirred at 60° C. for 17 hours. The solvent is removed under vacuum, and the residue worked up in same manner as above. The residue obtained is flash chromatographed on normal phase silica gel eluting with a 3:2 ratio of hexane:ether to yield 3-[3-(pentyloxy)phenoxy]propanol as a pale yellow oil.

後処理

  1. temperatureis cooled in an ice bath
  2. customThe solvent is removed under vacuum
  3. customThe residue obtained
  4. customchromatographed on normal phase silica gel eluting with a 3:2 ratio of hexane

出典と根拠

ORDレコード
ord-23b48d1c4eb04d21a12c78419eafc48f
出典データセット
uspto-grants-1995_05
特許番号
US05412137

反応ノート

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