Crotonaldehyde → (E)-4-(6-methoxy-1-oxo-tetralin-2-yl)but-2-enal

HRID 2207159Notes

Reaction equation

HRID 2207159 reaction equation
[CH2:1]([CH:4]1[CH2:13][CH2:12][C:11]2[C:6](=[CH:7][CH:8]=[C:9]([O:14][CH3:15])[CH:10]=2)[C:5]1=[O:16])[CH:2]=[CH2:3].[CH:17](=[O:21])/C=C/C>>[CH3:15][O:14][C:9]1[CH:10]=[C:11]2[C:6](=[CH:7][CH:8]=1)[C:5](=[O:16])[CH:4]([CH2:1]/[CH:2]=[CH:3]/[CH:17]=[O:21])[CH2:13][CH2:12]2

Participants

3

Reactant 2

HCID 447466CrotonaldehydeHCID 187945752-Allyl-6-methoxy-tetralin-1-one

Product 1

HCID 90303875(E)-4-(6-methoxy-1-oxo-tetralin-2-yl)but-2-enal

Procedure

The title compound 54 is prepared according to the procedure reported in step C of Example 8 with tetralone 53 (1.1 g, 5.09 mmol) and crotonaldehyde (1.43 g, 20.34 mmol) as reactants. Purification by column chromatography on SiO2 (Petroleum/EtOAc=4:1) afford the title compound 54 as an off-white solid. (Yield 0.95 g, 76%).

Workup

  1. customThe title compound 54 is prepared
  2. customPurification by column chromatography on SiO2 (Petroleum/EtOAc=4:1)

Sources & evidence

ORD record
ord-6505fdf0067f4618b7ac29437f715ab2
Source dataset
uspto-grants-2016_06
Patent number
US09376387B2

Reaction notes

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