Acetyl chloride → HCID 57787848, compound

HRID 2426770Notes

Reaction equation

[CH2:1](OC(=O)C)C.Cl.C(OCC)(=O)C.[CH:14]([C:16]1[CH:48]=[CH:47][C:19]([O:20][CH2:21][C:22]2[CH:23]=[C:24]([C:28]3[C:33]([CH3:34])=[CH:32][C:31]([O:35][CH2:36][CH2:37][NH:38][C:39](=[O:45])OC(C)(C)C)=[CH:30][C:29]=3[CH3:46])[CH:25]=[CH:26][CH:27]=2)=[CH:18][CH:17]=1)=[O:15].C(Cl)(=O)C>C(N(CC)CC)C.ClCCl>[CH:14]([C:16]1[CH:17]=[CH:18][C:19]([O:20][CH2:21][C:22]2[CH:23]=[C:24]([C:28]3[C:29]([CH3:46])=[CH:30][C:31]([O:35][CH2:36][CH2:37][NH:38][C:39](=[O:45])[CH3:1])=[CH:32][C:33]=3[CH3:34])[CH:25]=[CH:26][CH:27]=2)=[CH:47][CH:48]=1)=[O:15]

Participants

Conditions

Temperature: 0 °C

Procedure

A 4 M hydrogen chloride ethyl acetate solution was dropwise added under ice-cooling to an ethyl acetate solution of tert-butyl [2-({3′-[(4-formylphenoxy)methyl]-2,6-dimethylbiphenyl-4-yl}oxy)ethyl]carbamate, followed by stirring at 0° C. for 2 hours. Dichloromethane, acetyl chloride and triethylamine were added to the resulting compound, followed by stirring at room temperature for 12 hours to obtain N-[2-({3′-[(4-formylphenoxy)methyl]-2,6-dimethylbiphenyl-4-yl}oxy)ethyl]acetamide.

Workup

stirringby stirring at room temperature for 12 hours

Sources & evidence

ORD record: ord-8cf7f0fff79e4fef90c808c2044884b5
Source dataset: uspto-grants-2011_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07968552B2

Reaction notes

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