Hydrochloric Acid → HCID 11208635、化合物

HRID 1872395ノート

反応式

HRID 1872395 の反応式
Br[C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:13]=[CH:12][C:11]([CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH3:20])=[CH:10][CH:9]=2)=[CH:4][CH:3]=1.C([Li])CCC.CN(C)[C:28](=[O:30])[CH3:29].Cl>O1CCCC1.CCCCCC.C(OCC)C.C(OCC)(=O)C.O>[C:28]([C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:13]=[CH:12][C:11]([CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH3:20])=[CH:10][CH:9]=2)=[CH:4][CH:3]=1)(=[O:30])[CH3:29]

参加物

10

反応物 4

HCID 313Hydrochloric AcidHCID 31374DimethylacetamideHCID 6187104-Bromo-4'-heptylbiphenylHCID 178418339Butyllithium

生成物 1

HCID 11208635HCID 11208635、化合物

試薬・触媒・溶媒 5

HCID 962Water溶媒HCID 3283Diethyl Ether溶媒HCID 8028Tetrahydrofuran溶媒HCID 8058Hexane溶媒HCID 8857Ethyl Acetate溶媒

反応条件

温度
-60 °C

実験手順

To a solution of 4-bromo-4'-n-heptylbiphenyl (5.1 g) in tetrahydrofuran (60 ml) was added a solution of n-butyllithium in a mixture of n-hexane and diethyl ether (1.6M, 9.7 ml) at -60° C. After stirring at -60° C. for 30 minutes, to the mixture was added N,N-dimethylacetamide (4.3 ml) and the reaction mixture was allowed to warm to 0° C. The reaction mixture was taken up into a mixture of cold water and ethyl acetate, and the pH was adjusted to around 1 with 1N hydrochloric acid. The organic layer was separated, washed with brine, dried over magnesium sulfate and evaporated. The residue was chromatographed on silica gel (150 ml) eluting with a mixture of n-hexane and ethyl acetate (20:1, V/V) to give 4-Acetyl-4'-n-heptylbiphenyl (1.60 g).

後処理

  1. temperatureto warm to 0° C
  2. customThe organic layer was separated
  3. washwashed with brine
  4. dry with materialdried over magnesium sulfate
  5. customevaporated
  6. customThe residue was chromatographed on silica gel (150 ml)
  7. washeluting with a mixture of n-hexane and ethyl acetate (20:1, V/V)

出典と根拠

ORDレコード
ord-ff72160086604c4bb51a120a161e1b25
出典データセット
uspto-grants-2000_08
特許番号
US06107458

反応ノート

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