3,3-Dimethylbutanoyl chloride → HCID 68709936, compound

HRID 2376590Notes

Reaction equation

HRID 2376590 reaction equation
C(CC(Cl)=O)(C)(C)C.[CH:9]([C:12]1[CH:17]=[CH:16][C:15]([CH:18]2[C:22]3[C:23]([CH3:37])=[C:24]([NH:29][C:30](=[O:36])[CH2:31][C:32]([CH3:35])([CH3:34])[CH3:33])[C:25]([CH3:28])=[C:26]([CH3:27])[C:21]=3[O:20][CH:19]2[CH3:38])=[CH:14][CH:13]=1)([CH3:11])[CH3:10]>CCCCCC>[CH:9]([C:12]1[CH:17]=[CH:16][C:15]([C@@H:18]2[C:22]3[C:23]([CH3:37])=[C:24]([NH:29][C:30](=[O:36])[CH2:31][C:32]([CH3:35])([CH3:34])[CH3:33])[C:25]([CH3:28])=[C:26]([CH3:27])[C:21]=3[O:20][C@H:19]2[CH3:38])=[CH:14][CH:13]=1)([CH3:10])[CH3:11]

Participants

4

Reactant 2

HCID 815143,3-Dimethylbutanoyl chlorideHCID 23114279HCID 23114279, compound

Product 1

HCID 68709936HCID 68709936, compound

Reagents, catalysts & solvents 1

HCID 8058HexaneSolvent

Procedure

Using the compound and tert-butylacetyl chloride, a mixture of cis isomer and trans isomer of N-(3-(4-isopropylphenyl)-2,4,6,7-tetramethyl-2,3-dihydro-1-benzofuran-5-yl)-3,3-dimethylbutanamide was obtained in the same manner as in Example 1. The compound was purified by silica gel column chromatography (ethyl acetate:hexane=1:4) to synthesize the title compound. Yield: 18%. Melting point: 143-144° C. (hexane).

Workup

  1. customwas obtained in the same manner as in Example 1
  2. customThe compound was purified by silica gel column chromatography (ethyl acetate:hexane=1:4)
  3. customto synthesize the title compound

Sources & evidence

ORD record
ord-aa85e573428048788b687c54c46d6e1b
Source dataset
uspto-grants-2008_12
Patent number
US07465815B2

Reaction notes

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