5-Methoxyindan-1-one → 2-(6-methoxy-1H-inden-3-yl)propanoic Acid

Reaction equation

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

Participants

Reactant 2

HCID 787875-Methoxyindan-1-one

HCID 95576Methyl 2-bromopropionate

Product 1

HCID 219427692-(6-methoxy-1H-inden-3-yl)propanoic AcidYield 68%

Procedure

This substrate was prepared using the same procedures as described for Examples 1 and 2a, starting with 5-methoxyl-1-indanone and methyl 2-bromopropionate. Yield: 68%. 1H NMR (CD2Cl2) δ 7.34 (d, J=9, 1H), 7.07 (d, J=2, 1H), 6.85 (dd, J=9, J=2, 1H), 6.32 (m, 1H), 3.82 (m, 4H), 3.36 (m, 2H), 1.56 (d, J=7, 3H).

Workup

customThis substrate was prepared

Sources & evidence

ORD record: ord-798cad91915e4029b13d37a40ba46f77
Source dataset: uspto-grants-2013_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08541618B2

Reaction notes

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