Benzyl Bromide → 4-Benzylphenylacetonitrile

反応式

Br[CH2:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.[C-:9]#[N:10].[Na+]>>[CH2:2]([C:6]1[CH:7]=[CH:8][C:3]([CH2:2][C:9]#[N:10])=[CH:4][CH:5]=1)[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.[CH2:2]([C:5]1[CH:4]=[C:3]([CH2:2][C:9]#[N:10])[CH:8]=[CH:7][CH:6]=1)[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1

参加物

反応物 2

HCID 7498Benzyl Bromide

HCID 8929Sodium Cyanide

生成物 2

HCID 5975314-Benzylphenylacetonitrile収率 33%

HCID 183170103-Benzyl-1-cyanomethylbenzene収率 9.2%

実験手順

The crude bromomethylbenzene intermediate (19.6 g, 75 mmole) was treated with NaCN as in Example 2 and, after chromatography over silica gel (10 to 100% EtOAc in hexane), 5.2 g (33%) of 4-benzyl-l-cyanomethylbenzene and 1.43 g (9.2%) of 3-benzyl-1-cyanomethylbenzene were obtained, both as oils.

出典と根拠

ORDレコード: ord-b9cca87a9ae643d0aae58d57f05daa44
出典データセット: uspto-grants-2002_03
DOI: 10.6084/m9.figshare.5104873.v1
特許番号: US06353128B1

反応ノート

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