Acetic Anhydride → HCID 20510587, compound

HRID 1758202Notes

Reaction equation

HRID 1758202 reaction equation
[OH:1][CH:2]([CH2:53][N:54]1[C:77]([CH3:79])([CH3:78])[CH2:76][C:57]2([NH:61][C:60](=[O:62])[N:59]([CH2:63][CH2:64][CH2:65][CH2:66][CH2:67][CH2:68][CH2:69][CH2:70][CH2:71][CH2:72][CH2:73][CH3:74])[C:58]2=[O:75])[CH2:56][C:55]1([CH3:81])[CH3:80])[CH2:3][O:4][C:5]1[CH:10]=[CH:9][C:8]([C:11]([C:14]2[CH:19]=[CH:18][C:17]([O:20][CH2:21][CH:22]([OH:52])[CH2:23][N:24]3[C:47]([CH3:49])([CH3:48])[CH2:46][C:27]4([NH:31][C:30](=[O:32])[N:29]([CH2:33][CH2:34][CH2:35][CH2:36][CH2:37][CH2:38][CH2:39][CH2:40][CH2:41][CH2:42][CH2:43][CH3:44])[C:28]4=[O:45])[CH2:26][C:25]3([CH3:51])[CH3:50])=[CH:16][CH:15]=2)([CH3:13])[CH3:12])=[CH:7][CH:6]=1.C(O[C:86](=[O:88])[CH3:87])(=O)C>C(OCC)(=O)C>[C:2]([O:52][CH:22]([CH2:23][N:24]1[C:25]([CH3:50])([CH3:51])[CH2:26][C:27]2([N:31]([C:86](=[O:88])[CH3:87])[C:30](=[O:32])[N:29]([CH2:33][CH2:34][CH2:35][CH2:36][CH2:37][CH2:38][CH2:39][CH2:40][CH2:41][CH2:42][CH2:43][CH3:44])[C:28]2=[O:45])[CH2:46][C:47]1([CH3:48])[CH3:49])[CH2:21][O:20][C:17]1[CH:16]=[CH:15][C:14]([C:11]([C:8]2[CH:7]=[CH:6][C:5]([O:4][CH2:3][CH:2]([O:1][C:17](=[O:20])[CH3:16])[CH2:53][N:54]3[C:55]([CH3:80])([CH3:81])[CH2:56][C:57]4([N:61]([C:5](=[O:4])[CH3:6])[C:60](=[O:62])[N:59]([CH2:63][CH2:64][CH2:65][CH2:66][CH2:67][CH2:68][CH2:69][CH2:70][CH2:71][CH2:72][CH2:73][CH3:74])[C:58]4=[O:75])[CH2:76][C:77]3([CH3:79])[CH3:78])=[CH:10][CH:9]=2)([CH3:13])[CH3:12])=[CH:19][CH:18]=1)(=[O:1])[CH3:3]

Participants

4

Reactant 2

HCID 7918Acetic AnhydrideHCID 20510560HCID 20510560, compound

Product 1

HCID 20510587HCID 20510587, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

A mixture of 1.1 g of 2,2-bis{4-[2-hydroxy-3-(3-dodecyl-7,7,9,9-tetramethyl-2,4-dioxo-1,3,8-triazaspiro[4.5]dec-8-yl)propoxy]phenyl}propane and 10 g of acetic anhydride was refluxed for 48 hours. After completion of the reaction, the reaction mixture was dissolved in ethyl acetate and treated with an aqueous alkali. The solution was then dried and condensed by evaporation under reduced pressure, affording a viscous product which was purified by column chromatography through silica gel eluted with a 1:1 by volume mixture of ethyl acetate and n-hexane, giving the desired Compound No. 259 in the form of a white powder melting at 52°-55° C.

Workup

  1. temperaturewas refluxed for 48 hours
  2. customAfter completion of the reaction
  3. additiontreated with an aqueous alkali
  4. customThe solution was then dried
  5. customcondensed
  6. customby evaporation under reduced pressure
  7. customaffording a viscous product which
  8. customwas purified by column chromatography through silica gel
  9. washeluted with a 1:1 by volume mixture of ethyl acetate and n-hexane

Sources & evidence

ORD record
ord-7cf5dfefab8746f495cb5621dd7a8373
Source dataset
uspto-grants-1983_02
Patent number
US04371644

Reaction notes

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