2-Bromopropane → HCID 59419944, compound

HRID 587915Notes

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.COC1C=[C:20]([CH2:26][C:27]#N)C=CC=1OC.[C:29](=O)([O:32][CH3:33])[O:30]C.[Br:35]C(C)C.[H-].[Na+].C[Si]([N-][Si](C)(C)C)(C)C.[Na+]>>[Br:35][CH2:27][CH2:26][CH2:20][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:29]([O:32][CH3:33])=[O:30])[C:3]([O:2][CH3:1])=[O:15]

Participants

Reactant 6

HCID 63582-Bromopropane

HCID 12021Dimethyl Carbonate

HCID 24758Sodium hydride2×

HCID 667273,4-Dimethoxybenzeneacetonitrile

HCID 85213Benzeneacetic acid, 3,4-dimethoxy-, methyl ester

HCID 2724254Sodium bis(trimethylsilyl)amide2×

Product 1

HCID 59419944HCID 59419944, compound

Procedure

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

Sources & evidence

ORD record: ord-5c17a3611f6b4d91a5060b29d1b268bd
Source dataset: uspto-grants-2016_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09227918B2

Reaction notes

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