α-Ethynyl-6-phenoxy-2-pyridinemethanol → 2,2-Dimethyl-3-(3-cyclopropylmethoxy-3-oxo-1-propenyl) cyclopropane-carboxylic acid

HRID 1762630Notes

Reaction equation

HRID 1762630 reaction equation
[CH3:1][C:2]1([CH3:17])[CH:4]([CH:5]=[CH:6][C:7]([O:9][CH2:10][CH:11]2[CH2:13][CH2:12]2)=[O:8])[CH:3]1[C:14]([OH:16])=[O:15].O(C1N=C(C(O)C#C)C=CC=1)C1C=CC=CC=1>>[CH3:1][C:2]1([CH3:17])[CH:4]([CH:5]=[CH:6][C:7]([O:9][CH2:10][CH:11]2[CH2:13][CH2:12]2)=[O:8])[CH:3]1[C:14]([OH:16])=[O:15].[CH3:1][C:2]1([CH3:17])[CH:4]([CH:5]=[CH:6][C:7]([O:9][CH3:10])=[O:8])[CH:3]1[C:14]([O-:16])=[O:15]

Participants

4

Reactant 2

HCID 12800596α-Ethynyl-6-phenoxy-2-pyridinemethanolHCID 539155962,2-Dimethyl-3-(3-cyclopropylmethoxy-3-oxo-1-propenyl) cyclopropane-carboxylic acid

Product 2

HCID 539155962,2-Dimethyl-3-(3-cyclopropylmethoxy-3-oxo-1-propenyl) cyclopropane-carboxylic acidHCID 867430702,2-Dimethyl-3-(3-methoxy-3-oxo-1-propeny)-cyclopropane-carboxylate

Procedure

Using the procedure of Example 9, (1R, cis, ΔZ) 2,2-dimethyl-3-(3-methoxy-3-oxo-1-propenyl)-cyclopropane-carboxylic acid and (R, S) 1-(6-phenoxy-2-pyridinyl)-2-propyn-1-yl alcohol were reacted to obtain (R, S) 1-(6-phenoxy-2-pyridinyl)-2-propyn-1-yl (1R, cis, ΔZ) 2,2-dimethyl-3-(3-methoxy-3-oxo-1-propenyl)-cyclopropane-carboxylate.

Workup

  1. customwere reacted

Sources & evidence

ORD record
ord-fea899a1c6734d62bbf4de33bfa3d6fd
Source dataset
uspto-grants-1989_05
Patent number
US04833163

Reaction notes

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