3,3-Dimethylbutanoyl chloride → N-(7-(1-(4-Isopropylphenyl)ethyl)-4,6-dimethyl-2,3-dihydro-1-benzofuran-5-yl)-3,3-dimethylbutanamide

HRID 2376543Notes

Reaction equation

HRID 2376543 reaction equation
O[C:2]([C:13]1[C:21]2[O:20][CH2:19][CH2:18][C:17]=2[C:16]([CH3:22])=[C:15]([NH:23][C:24](=O)[O:25]C(C)(C)C)[C:14]=1[CH3:31])([C:4]1[CH:9]=[CH:8][C:7]([CH:10]([CH3:12])[CH3:11])=[CH:6][CH:5]=1)[CH3:3].[C:32]([CH2:36]C(Cl)=O)([CH3:35])([CH3:34])[CH3:33]>C(OCC)(=O)C.CCCCCC>[CH:10]([C:7]1[CH:6]=[CH:5][C:4]([CH:2]([C:13]2[C:21]3[O:20][CH2:19][CH2:18][C:17]=3[C:16]([CH3:22])=[C:15]([NH:23][C:24](=[O:25])[CH2:33][C:32]([CH3:36])([CH3:35])[CH3:34])[C:14]=2[CH3:31])[CH3:3])=[CH:9][CH:8]=1)([CH3:12])[CH3:11]

Participants

4

Reactant 2

HCID 815143,3-Dimethylbutanoyl chlorideHCID 86612348Tert-butyl(7-(1-hydroxy-1-(4-isopropylphenyl)ethyl)-4,6-dimethyl-2,3-dihydro-1-benzofuran-5-yl)carbamate

Product 1

HCID 23114117N-(7-(1-(4-Isopropylphenyl)ethyl)-4,6-dimethyl-2,3-dihydro-1-benzofuran-5-yl)-3,3-dimethylbutanamideYield 61%

Reagents, catalysts & solvents 1

HCID 21226206Ethyl acetate hexaneSolvent

Procedure

Using tert-butyl (7-(1-hydroxy-1-(4-isopropylphenyl)ethyl)-4,6-dimethyl-2,3-dihydro-1-benzofuran-5-yl)carbamate obtained in Example 223 and tert-butylacetyl chloride, the title compound was synthesized in the same manner as in Example 224. Yield: 61%. Melting point: 189-190° C. (ethyl acetate-hexane).

Sources & evidence

ORD record
ord-34e2a2a1813f46f786ad6d93e0887468
Source dataset
uspto-grants-2008_12
Patent number
US07465815B2

Reaction notes

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