beta3,beta3,beta9,beta9-Tetramethyl-2,4,8,10-tetraoxaspiro(5.5)undecane-3,9-diethanol → 3,9-Bis[2-[3-(3-tert-butyl-4-hydroxy-5-isopropylphenyl)propionyloxy]-1,1-dimethylethyl]-2,4,8,10-tetraoxaspiro[5.5]undecane

HRID 1761976Notes

Reaction equation

HRID 1761976 reaction equation
[C:1]([C:5]1[CH:6]=[C:7]([CH2:15][CH2:16][C:17]([O:19][CH3:20])=[O:18])[CH:8]=[C:9]([CH:12]([CH3:14])[CH3:13])[C:10]=1[OH:11])([CH3:4])([CH3:3])[CH3:2].OC[C:23]([CH:26]1[O:31][CH2:30][C:29]2([CH2:36][O:35][CH:34]([C:37]([CH3:41])([CH3:40])[CH2:38][OH:39])[O:33][CH2:32]2)[CH2:28][O:27]1)([CH3:25])[CH3:24].[CH3:42][O-:43].[Na+]>>[C:1]([C:5]1[CH:6]=[C:7]([CH2:15][CH2:16][C:17]([O:19][CH2:20][C:23]([CH:26]2[O:31][CH2:30][C:29]3([CH2:32][O:33][CH:34]([C:37]([CH3:41])([CH3:40])[CH2:38][O:39][C:17](=[O:18])[CH2:16][CH2:15][C:7]4[CH:8]=[C:9]([CH:12]([CH3:14])[CH3:13])[C:42]([OH:43])=[C:5]([C:1]([CH3:2])([CH3:4])[CH3:3])[CH:6]=4)[O:35][CH2:36]3)[CH2:28][O:27]2)([CH3:24])[CH3:25])=[O:18])[CH:8]=[C:9]([CH:12]([CH3:13])[CH3:14])[C:10]=1[OH:11])([CH3:3])([CH3:4])[CH3:2]

Participants

4

Reactant 3

HCID 7569008beta3,beta3,beta9,beta9-Tetramethyl-2,4,8,10-tetraoxaspiro(5.5)undecane-3,9-diethanolHCID 10942334Sodium MethoxideHCID 20043870Methyl 3-(3-tert-butyl-4-hydroxy-5-isopropylphenyl)propionate

Product 1

HCID 200438713,9-Bis[2-[3-(3-tert-butyl-4-hydroxy-5-isopropylphenyl)propionyloxy]-1,1-dimethylethyl]-2,4,8,10-tetraoxaspiro[5.5]undecane

Procedure

A mixture of 33.6 g (0.121 mole) of methyl 3-(3-tert-butyl-4-hydroxy-5-isopropylphenyl)propionate, 15.3 l g (0.0503 mole) of 3,9-bis(2-hydroxy-1,1-dimethylethyl)-2,4,8,10-tetraoxaspiro[5.5]undecane and 0.82 g (0.015 mole) of sodium methoxide was reacted, after-treated and purified in the same manner as in Preparation example 1, to obtain 29 g of colorless and glassy 3,9-bis{2-[3-(3-tert-butyl-4-hydroxy-5-isopropylphenyl)propionyloxy]-1,1-dimethylethyl}-2,4,8,10-tetraoxaspiro[5.5]undecane having a purity of 98% (compound I-2). m.p., 47°-57° C.

Workup

  1. customwas reacted
  2. additionafter-treated
  3. custompurified in the same manner as in Preparation example 1

Sources & evidence

ORD record
ord-2edf1fdcb4724d3a846d06f8c586210c
Source dataset
uspto-grants-1989_05
Patent number
US04829112

Reaction notes

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