4-(Bromoacetyl)benzonitrile → HCID 70224701, compound

HRID 636801Notes

Reaction equation

HRID 636801 reaction equation
[C:1]([O:5][C:6]([N:8]1[CH2:13][CH:12]2[CH:10]([CH:11]2[N:14]2[C:18](=[O:19])[C:17]([CH2:27][CH:28]=[CH2:29])([CH2:20][C:21]3[CH:26]=[CH:25][N:24]=[CH:23][CH:22]=3)[NH:16][C:15]2=[S:30])[CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[C:31]([C:33]1[CH:42]=[CH:41][C:36]([C:37](=[O:40])[CH2:38]Br)=[CH:35][CH:34]=1)#[N:32].C[Si]([N-][Si](C)(C)C)(C)C.[K+]>>[C:1]([O:5][C:6]([N:8]1[CH2:9][CH:10]2[CH:12]([CH:11]2[N:14]2[C:18](=[O:19])[C:17]([CH2:27][CH:28]=[CH2:29])([CH2:20][C:21]3[CH:22]=[CH:23][N:24]=[CH:25][CH:26]=3)[N:16]=[C:15]2[S:30][CH2:38][C:37]([C:36]2[CH:41]=[CH:42][C:33]([C:31]#[N:32])=[CH:34][CH:35]=2)=[O:40])[CH2:13]1)=[O:7])([CH3:4])([CH3:3])[CH3:2]

Participants

4

Reactant 3

HCID 986544-(Bromoacetyl)benzonitrileHCID 3251421Potassium bis(trimethylsilyl)amideHCID 88219294HCID 88219294, compound

Product 1

HCID 70224701HCID 70224701, compound

Procedure

Using the same procedure as described in Example 2C, the reaction of the title compound of 30A (10.3 mmol) and 4-cyanophenacyl bromide (11.3 mmol) in the presence of potassium bis(trimethylsilyl)amide (11.3 mmol) generated the title compound of 30B, 4.82 g (8.4 mmol, 84% yield).

Sources & evidence

ORD record
ord-c25e553ca43b449fbaa3035d3509fd60
Source dataset
uspto-grants-2001_02
Patent number
US06194438B1

Reaction notes

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