2-Bromopropane → HCID 59419943, compound

HRID 587918Notes

Reaction equation

HRID 587918 reaction equation
[CH3:1][O:2][C:3](=[O:15])[CH2:4][C:5]1[CH:10]=[CH:9][C:8]([O:11][CH3:12])=[C:7]([O:13][CH3:14])[CH:6]=1.CO[C:18]1C=C(CC#N)C=[CH:22][C:23]=1OC.Cl[C:30]([O:32][CH:33]([CH3:35])[CH3:34])=[O:31].[Br:36]C(C)C.[Li+].CC([N-]C(C)C)C.C[Si]([N-][Si](C)(C)C)(C)C.[Na+].[H-].[Na+]>>[Br:36][CH2:22][CH2:23][CH2:18][C:4]([C:5]1[CH:10]=[CH:9][C:8]([O:11][CH3:12])=[C:7]([O:13][CH3:14])[CH:6]=1)([C:3]([O:2][CH3:1])=[O:15])[C:30]([O:32][CH:33]([CH3:35])[CH3:34])=[O:31]

Participants

8

Reactant 7

HCID 63582-BromopropaneHCID 7917Isopropyl chloroformateHCID 24758Sodium hydrideHCID 667273,4-DimethoxybenzeneacetonitrileHCID 85213Benzeneacetic acid, 3,4-dimethoxy-, methyl esterHCID 2724254Sodium bis(trimethylsilyl)amide2×HCID 2724682Lithium diisopropylamide

Product 1

HCID 59419943HCID 59419943, compound

Procedure

For Step 1, (3,4-dimethoxy-phenyl)-acetic acid methyl ester was substituted for (3,4-Dimethoxyphenyl)acetonitrile, isopropyl chloroformate was substituted for 2-bromopropane and LDA was substituted for NaHMDS. For Step 2, sodium hydride was substituted for NaHMDS.

Sources & evidence

ORD record
ord-b611ba77ed0c467fbd6fa69c53e97ebb
Source dataset
uspto-grants-2016_01
Patent number
US09227918B2

Reaction notes

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