1,3-Butadiene → HCID 19107063, compound

Reaction equation

[CH3:1][C:2]1([CH3:15])[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[C:5]([C:12]([OH:14])=[O:13])=[CH:4][CH2:3]1.[CH2:16]=[CH:17][CH:18]=[CH2:19]>>[CH3:1][C:2]1([CH3:15])[CH2:3][CH:4]2[C:5]([C:12]([OH:14])=[O:13])([CH2:16][CH:17]=[CH:18][CH2:19]2)[C:6]2[C:11]1=[CH:10][CH:9]=[CH:8][CH:7]=2

Participants

Reactant 2

HCID 78451,3-Butadiene

HCID 15657635HCID 15657635, compound

Product 1

HCID 19107063HCID 19107063, compoundYield 32%

Procedure

The compound from Example 42 (8.5 g, 36.7 mmol) and butadiene were reacted in a Diels-Alder condensation as previously described to give after silica gel chromatography the title compound (3 g, 32% yield).

Sources & evidence

ORD record: ord-bdbe194ca6034deabfe2f2ff98246f30
Source dataset: uspto-grants-1994_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05276053

Reaction notes

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