Methanol → HCID 86734442, compound

HRID 1415424Notes

Reaction equation

[CH:1]1([C:4](=O)[CH:5]=[CH:6][C:7]2[CH:12]=[CH:11][C:10]([O:13][CH3:14])=[C:9]([O:15][CH3:16])[CH:8]=2)[CH2:3][CH2:2]1.[N+:18]([CH2:21][CH3:22])([O-:20])=[O:19].[Na].C[OH:25]>>[CH:1]1([CH2:4][C:5](=[O:25])[CH:6]([C:7]2[CH:12]=[CH:11][C:10]([O:13][CH3:14])=[C:9]([O:15][CH3:16])[CH:8]=2)[CH:21]([N+:18]([O-:20])=[O:19])[CH3:22])[CH2:3][CH2:2]1

Participants

Reactant 4

HCID 887Methanol

HCID 6587Nitroethane

HCID 3301250HCID 3301250, compound

HCID 5360545Sodium

Product 1

HCID 86734442HCID 86734442, compound

Procedure

The procedure of Example IX using 21 g of 1-cyclopropyl-3-(3',4'-dimethoxyphenyl)prop-2-en-1-one, 8 ml of nitroethane and 1.2 g of sodium in 80 ml of methanol gives 16 g of 1-cyclopropyl-3-(3',4'-dimethoxyphenyl)-4-nitropentanone, which is used in the crude state for the remainder of the operations.

Sources & evidence

ORD record: ord-60ad8fa5c38f46458ccdc543d1fd75e0
Source dataset: uspto-grants-1977_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04005103

Reaction notes

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