Sodium Cyanide → 2-(3-(2,6-Dimethylbenzyloxy)-4-methoxyphenyl)acetonitrile

HRID 337251ノート

反応式

HRID 337251 の反応式
Br[CH2:2][C:3]1[CH:4]=[CH:5][C:6]([O:19][CH3:20])=[C:7]([CH:18]=1)[O:8][CH2:9][C:10]1[C:15]([CH3:16])=[CH:14][CH:13]=[CH:12][C:11]=1[CH3:17].[C-:21]#[N:22].[Na+]>CN(C=O)C.CCOC(C)=O>[CH3:17][C:11]1[CH:12]=[CH:13][CH:14]=[C:15]([CH3:16])[C:10]=1[CH2:9][O:8][C:7]1[CH:18]=[C:3]([CH2:2][C:21]#[N:22])[CH:4]=[CH:5][C:6]=1[O:19][CH3:20]

参加物

5

反応物 2

HCID 8929Sodium CyanideHCID 669586602-((5-(Bromomethyl)-2-methoxyphenoxy)methyl)-1,3-dimethylbenzene

生成物 1

HCID 669590872-(3-(2,6-Dimethylbenzyloxy)-4-methoxyphenyl)acetonitrile

試薬・触媒・溶媒 2

HCID 6228Dimethylformamide溶媒HCID 8857Ethyl Acetate溶媒

実験手順

The solution of 2-((5-(bromomethyl)-2-methoxyphenoxy)methyl)-1,3-dimethylbenzene (Step D, 3.28 g, 9.7 mmol) and NaCN (0.624 g, 12.7 mmol) in dry DMF (20 ml) was heated at 120° C. for 2.5 hours then cooled and diluted with EtOAc (50 ml). The organic layer was washed with water (30 ml), brine, dried over Na2SO4, filtered, concentrated, and purified by flash chromatography on a silica gel column (hex: ethyl acetate 2:1) to give the title compound.

後処理

  1. temperaturethen cooled
  2. washThe organic layer was washed with water (30 ml), brine
  3. dry with materialdried over Na2SO4
  4. filtrationfiltered
  5. concentrationconcentrated
  6. custompurified by flash chromatography on a silica gel column (hex: ethyl acetate 2:1)

出典と根拠

ORDレコード
ord-5f5a684092fb4797897fd13a6a70c1da
出典データセット
uspto-grants-2014_11
特許番号
US08889724B2

反応ノート

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