1,4-Dibromobutane → HCID 85871665, compound

HRID 30392Notes

Reaction equation

HRID 30392 reaction equation
[N:1]1[CH:6]=[CH:5][C:4]([CH2:7][C:8]([O:10][CH2:11][C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)=[O:9])=[CH:3][CH:2]=1.[H-].[K+].Br[CH2:21][CH2:22][CH2:23][CH2:24]Br>>[N:1]1[CH:6]=[CH:5][C:4]([C:7]2([C:8]([O:10][CH2:11][C:12]3[CH:13]=[CH:14][CH:15]=[CH:16][CH:17]=3)=[O:9])[CH2:24][CH2:23][CH2:22][CH2:21]2)=[CH:3][CH:2]=1

Participants

4

Reactant 3

HCID 80561,4-DibromobutaneHCID 82127Potassium hydrideHCID 11413519Benzyl 2-pyridin-4-ylacetate

Product 1

HCID 85871665HCID 85871665, compound

Procedure

Benzyl 4-pyridylacetate (Step B, 0.80 g, 3.5 mmol) was reacted with potassium hydride and 1,4-dibromobutane according to the procedures described in Example 33, Step A to afford the title compound. 1H NMR (400 MHz, CD3OD): 8.42 (d, 2H), 7.39 (d, 2H), 7.28 (m, 3 H), 7.19 (m, 2H), 5.06 (s, 2H), 2.62 (m, 2H), 1.97 (m, 2H), 1.74 (m, 4H). LC-MS: m/e 282 (M+H)+ (2.2 min).

Sources & evidence

ORD record
ord-86d86d8b5cf24ef2aaa629901c0d9ebe
Source dataset
uspto-grants-2008_09
Patent number
US07423067B2

Reaction notes

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