Acetic Anhydride → HCID 53799089, compound

HRID 1457581Notes

Reaction equation

HRID 1457581 reaction equation
[CH:1]1([N:7]([CH2:24][C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=2)[C:8](=[O:23])[NH:9][C:10]2[CH:15]=[C:14]([O:16][CH3:17])[CH:13]=[C:12]([C:18]([CH3:21])([CH3:20])[CH3:19])[C:11]=2[OH:22])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[C:31](OC(=O)C)(=[O:33])[CH3:32].C(N(CC)CC)C>ClCCl>[C:31]([O:22][C:11]1[C:12]([C:18]([CH3:21])([CH3:20])[CH3:19])=[CH:13][C:14]([O:16][CH3:17])=[CH:15][C:10]=1[NH:9][C:8]([N:7]([CH:1]1[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6]1)[CH2:24][C:25]1[CH:26]=[CH:27][CH:28]=[CH:29][CH:30]=1)=[O:23])(=[O:33])[CH3:32]

Participants

5

Reactant 3

HCID 7918Acetic AnhydrideHCID 8471TriethylamineHCID 10001617HCID 10001617, compound

Product 1

HCID 53799089HCID 53799089, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A mixture of 4.00 g of 2-(3-cyclohexyl-3-phenylmethylureido)-4-methoxy-6-tert-butylphenol, 2.0 ml of acetic anhydride, 3.2 ml of triethylamine and 80 ml of dichloromethane was stirred at room temperature for 24 hours. The reaction mixture was washed and dried, and the solvent was removed under reduced pressure. The residue was applied to silica gel column chromatography (solvent; chloroform:ethyl acetate=9:1) to give 735 mg of O-acetyl-2-(3-cyclohexyl-3-phenylmethylureido)-4-methoxy-6-tert-butylphenol (Rf=0.75, melting point: 129°-132° C. (recrystallized from hexane)).

Workup

  1. washThe reaction mixture was washed
  2. customdried
  3. customthe solvent was removed under reduced pressure

Sources & evidence

ORD record
ord-4f071abbb0be42209a0160ed1ce82950
Source dataset
uspto-grants-1998_12
Patent number
US05849732

Reaction notes

Loading…