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

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

反応物 3

HCID 3283Diethyl Ether

HCID 8028Tetrahydrofuran

HCID 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

customthe reaction was quenched by addition of 200 mL saturated ammonium chloride solution
extractionThe resulting mixture was extracted with ethyl acetate (3×100 mL)
dry with materialthe combined ethyl acetate solution was dried (Na2SO4)
filtrationfiltered
customevaporated
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
DOI: 10.6084/m9.figshare.5104873.v1
特許番号: US07732443B2

反応ノート

読み込み中…

参加物