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Boron trifluoride etherate → 2-(6-Bromopyridin-2-yl)ethanol

HRID 385856
ノート
印刷プレビュー

反応式

HRID 385856 の反応式
[Br:1][C:2]1[N:7]=[C:6]([CH2:8][C:9](O)=[O:10])[CH:5]=[CH:4][CH:3]=1.[BH4-].[Na+].B(F)(F)F.CCOCC>O1CCCC1.[Cl-].[Na+].O.[Cl-].[NH4+].C(OCC)(=O)C>[Br:1][C:2]1[N:7]=[C:6]([CH2:8][CH2:9][OH:10])[CH:5]=[CH:4][CH:3]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

8

反応物 3

HCID 8000Boron trifluoride etherateHCID 4311764Sodium borohydrideHCID 468357142-(6-Bromopyridin-2-yl)acetic acid

生成物 1

HCID 468357132-(6-Bromopyridin-2-yl)ethanol

試薬・触媒・溶媒 4

HCID 8028Tetrahydrofuran溶媒HCID 8857Ethyl Acetate溶媒
このページの内容参加物実験手順後処理出典と根拠反応ノート
HCID 25517
Ammonium Chloride
溶媒
HCID 57417360Sodium chloride; water溶媒

実験手順

A solution of (6-bromopyridin-2-yl)acetic acid (1.1 g, 5.09 mmol) in tetrahydrofuran (20 ml) was cooled to 0° C. Sodium borohydride (0.385 g, 10.18 mmol) was slowly added followed by the addition of boron trifluoride diethyl etherate (1.29 ml, 10.18 mmol). The reaction was allowed to come to room temperature. After 2 hrs, the reaction was diluted with brine, ammonium chloride and ethyl acetate. After layer separation, the organic layer was dried over sodium sulfate, filtered and concentrated. The crude residue was purification by silica gel chromatography (3:7 hexane:ethyl acetate) to yield the title compound.

後処理

  1. customto come to room temperature
  2. customAfter layer separation
  3. dry with materialthe organic layer was dried over sodium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated
  6. custompurification by silica gel chromatography (3:7 hexane:ethyl acetate)

出典と根拠

ORDレコード
ord-5309ad10efe947b99a9255effa789d14
出典データセット
uspto-grants-2013_02
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08367706B2

反応ノート

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