Toluene → HCID 68139290, compound

HRID 1075757Notes

Reaction equation

HRID 1075757 reaction equation
[C:1]([OH:14])(=[O:13])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][C:10]([OH:12])=[O:11].[O:15]1[CH2:20][CH2:19][O:18][CH2:17][CH:16]1[CH2:21][OH:22].C1(C)C=CC=CC=1>C([O-])(=O)CCCCCCCCCCC.C([O-])(=O)CCCCCCCCCCC.C([Sn+2]CCCC)CCC>[C:1]([OH:14])(=[O:13])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][C:10]([OH:12])=[O:11].[O:15]1[CH2:20][CH2:19][O:18][CH2:17][CH:16]1[CH2:21][OH:22].[O:15]1[CH2:20][CH2:19][O:18][CH2:17][CH:16]1[CH2:21][OH:22]

Participants

5

Reactant 3

HCID 1140TolueneHCID 5192Sebacic AcidHCID 12655091(1,4-Dioxan-2-yl)methanol

Product 1

HCID 68139290HCID 68139290, compoundYield 87%

Reagents, catalysts & solvents 1

HCID 9809426Di-n-butyldilauryltinCatalyst

Procedure

Following the procedure of Example 2, a mixture of 87.1 grams (0.5 mole) of sebacic acid, 146.5 grams (1.25 moles) of 1,4-dioxanemethanol, 50 milliliters of toluene and 0.2 gram of dibutyltin dilaurate catalyst yields a waxy product in 87 percent yield which is recrystallized from an isopropanol-water mixture to give the colorless bis-1,4-dioxanemethanol sebacate.

Workup

  1. customyields a waxy product in 87 percent yield which
  2. customis recrystallized from an isopropanol-water mixture

Sources & evidence

ORD record
ord-778c2f56430c4011b7559ec245a1e571
Source dataset
uspto-grants-1976_05
Patent number
US03954742

Reaction notes

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