1-Butanol → HCID 135740044, compound

HRID 1635763Notes

Reaction equation

HRID 1635763 reaction equation
[CH2:1]([O:3][C:4]([C:6]([CH3:54])([O:8][C:9]1[CH:14]=[CH:13][C:12]([C:15]2[N:20]=[C:19]([C:21]3[CH:26]=[CH:25][C:24]([O:27][C:28]([CH3:35])([C:30]([O:32][CH2:33][CH3:34])=[O:31])[CH3:29])=[CH:23][C:22]=3[OH:36])[N:18]=[C:17]([C:37]3[CH:42]=[CH:41][C:40]([O:43][C:44]([CH3:51])([C:46]([O:48][CH2:49][CH3:50])=[O:47])[CH3:45])=[CH:39][C:38]=3[OH:52])[N:16]=2)=[C:11]([OH:53])[CH:10]=1)[CH3:7])=[O:5])[CH3:2].C(O)C[CH2:57][CH3:58].[CH2:60]([Sn](=O)CCCC)[CH2:61]CC.[C:70]1(C)C(C)=CC=C[CH:75]=1>>[CH2:1]([O:3][C:4]([C:6]([CH3:54])([O:8][C:9]1[CH:14]=[CH:13][C:12]([C:15]2[N:20]=[C:19]([C:21]3[CH:26]=[CH:25][C:24]([O:27][C:28]([CH3:35])([C:30]([O:32][CH2:33][CH2:34][CH2:70][CH3:75])=[O:31])[CH3:29])=[CH:23][C:22]=3[OH:36])[N:18]=[C:17]([C:37]3[CH:42]=[CH:41][C:40]([O:43][C:44]([CH3:51])([C:46]([O:48][CH2:49][CH2:50][CH2:57][CH3:58])=[O:47])[CH3:45])=[CH:39][C:38]=3[OH:52])[N:16]=2)=[C:11]([OH:53])[CH:10]=1)[CH3:7])=[O:5])[CH2:2][CH2:60][CH3:61]

Participants

5

Reactant 4

HCID 2631-ButanolHCID 7237O-XyleneHCID 61221Dibutyltin oxideHCID 135740159HCID 135740159, compound2×

Product 1

HCID 135740044HCID 135740044, compound

Procedure

A mixture of 3.00 g (4.00 mmol) of 2,4,6-tris(4-[1-ethoxycarbonyl-1-methylethoxy]-2-hydroxyphenyl)-1,3,5-triazine (Compound 1), 5.90 g (80.0 mmol) of n-butanol and 0.60 g (2.40 mmol) of dibutyltin oxide in 20 ml of xylene is heated at boiling for 16 h. The ethanol which forms is distilled off during the reaction. At the end of the reaction the solvent is distilled off in vacuo. The resultant residue is chromatographed on silica gel (Fluka, size 60 silica gel, 0.040-0.063 mm) with 5:1 hexane/diethyl ether. Following the removal of the solvent the product is obtained as a yellow oil which crystallizes on prolonged standing; m.p. 86-91° C.

Workup

  1. temperatureis heated
  2. distillationThe ethanol which forms is distilled off during the reaction
  3. customAt the end of the reaction the solvent
  4. distillationis distilled off in vacuo
  5. customThe resultant residue is chromatographed on silica gel (Fluka, size 60 silica gel, 0.040-0.063 mm) with 5:1 hexane/diethyl ether
  6. customthe removal of the solvent the product
  7. customis obtained as a yellow oil which
  8. customcrystallizes

Sources & evidence

ORD record
ord-b3afc56702a74eb6bef7d26193c17451
Source dataset
uspto-grants-2003_01
Patent number
US06509400B2

Reaction notes

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