HCID 23113844, compound → HCID 23114364, compound

HRID 2376595Notes

Reaction equation

HRID 2376595 reaction equation
C(C1C2OC(C)(C)CC=2C(C)=C(NC(=O)CC(C)(C)C)C=1C)=O.CC1C=CC=CC=1[Mg]Br.O[CH:34]([C:56]1[CH:61]=[CH:60][CH:59]=[CH:58][C:57]=1[CH3:62])[C:35]1[C:43]2[O:42][C:41]([CH3:45])([CH3:44])[CH2:40][C:39]=2[C:38]([CH3:46])=[C:37]([NH:47][C:48](=[O:54])[CH2:49][C:50]([CH3:53])([CH3:52])[CH3:51])[C:36]=1[CH3:55]>C(OCC)(=O)C.CCCCCC>[CH3:51][C:50]([CH3:53])([CH3:52])[CH2:49][C:48]([NH:47][C:37]1[C:36]([CH3:55])=[C:35]([CH2:34][C:56]2[CH:61]=[CH:60][CH:59]=[CH:58][C:57]=2[CH3:62])[C:43]2[O:42][C:41]([CH3:44])([CH3:45])[CH2:40][C:39]=2[C:38]=1[CH3:46])=[O:54]

Participants

5

Reactant 3

HCID 23113844HCID 23113844, compoundHCID 23114312HCID 23114312, compoundHCID 178424303HCID 178424303, compound

Product 1

HCID 23114364HCID 23114364, compoundYield 24%

Reagents, catalysts & solvents 1

HCID 21226206Ethyl acetate hexaneSolvent

Procedure

Using N-(7-formyl-2,2,4,6-tetramethyl-2,3-dihydro-1-benzofuran-5-yl)-3,3-dimethyl-butanamide obtained in Example 340 and 2-methylphenylmagnesium bromide, N-(7-(hydroxy(2-methylphenyl)methyl)-2,2,4,6-tetramethyl-2,3-dihydro-1-benzofuran-5-yl)-3,3-dimethylbutanamide was synthesized in the same manner as in Example 239. Using the compound, the title compound was synthesized in the same manner as in Example 271. Yield: 24%. Melting point: 175-176° C. (ethyl acetate-hexane).

Workup

  1. customwas synthesized in the same manner as in Example 239

Sources & evidence

ORD record
ord-c79e31f5b62a485d8467fb607c700baf
Source dataset
uspto-grants-2008_12
Patent number
US07465815B2

Reaction notes

Loading…