Diethyl Ether → 1-(4-Bromophenyl)hexan-1-ol

HRID 15002

反応式

HRID 15002 の反応式
CC[O:3][CH2:4][CH3:5].[Br:6][C:7]1[CH:14]=[CH:13][C:10](C=O)=[CH:9][CH:8]=1.[CH2:15]1[CH2:19]O[CH2:17][CH2:16]1>>[Br:6][C:7]1[CH:8]=[CH:9][C:10]([CH:4]([OH:3])[CH2:5][CH2:19][CH2:15][CH2:16][CH3:17])=[CH:13][CH:14]=1

参加物

4

反応物 3

HCID 3283Diethyl EtherHCID 8028TetrahydrofuranHCID 707414-Bromobenzaldehyde

生成物 1

HCID 126030861-(4-Bromophenyl)hexan-1-ol収率 76%

実験手順

n-PentylMgBr (29 mL, 58 mmol, 2 M/ether) was added to a 0° C. solution of 4-bromobenzaldehyde (9.953 g, 54 mmol) in THF (100 mL). After 1 h, the reaction was quenched by addition of 200 mL saturated ammonium chloride solution. The resulting mixture was extracted with ethyl acetate (3×100 mL) and the combined ethyl acetate solution was dried (Na2SO4), filtered and evaporated. Purification of the residue by flash chromatography on silica gel gave 4 (10.501 g, 76%).

後処理

  1. customthe reaction was quenched by addition of 200 mL saturated ammonium chloride solution
  2. extractionThe resulting mixture was extracted with ethyl acetate (3×100 mL)
  3. dry with materialthe combined ethyl acetate solution was dried (Na2SO4)
  4. filtrationfiltered
  5. customevaporated
  6. customPurification of the residue by flash chromatography on silica gel

出典と根拠

ORDレコード
ord-d5f8ba010fcf42e49e299046f5d44489
出典データセット
uspto-grants-2010_06
特許番号
US07732443B2

関連ノート

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