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Thiodiglycol → 1,5-Bis[3-(3,5-dicyclohexyl-4-hydroxyphenyl)propionyloxy]-3-thiapentane

HRID 256104
Notes
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Reaction equation

HRID 256104 reaction equation
[CH:1]1([C:7]2[CH:8]=[C:9]([CH2:20][CH2:21][C:22]([O:24][CH3:25])=[O:23])[CH:10]=[C:11]([CH:14]3[CH2:19][CH2:18][CH2:17][CH2:16][CH2:15]3)[C:12]=2[OH:13])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.OC[CH2:28][S:29][CH2:30][CH2:31][OH:32]>CCCC[O-].CCCC[O-].CCCC[O-].CCCC[O-].[Ti+4].CO>[CH:14]1([C:11]2[CH:10]=[C:9]([CH2:20][CH2:21][C:22]([O:24][CH2:25][CH2:28][S:29][CH2:30][CH2:31][O:32][C:22](=[O:23])[CH2:21][CH2:20][C:9]3[CH:10]=[C:11]([CH:14]4[CH2:19][CH2:18][CH2:17][CH2:16][CH2:15]4)[C:12]([OH:13])=[C:7]([CH:1]4[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]4)[CH:8]=3)=[O:23])[CH:8]=[C:7]([CH:1]3[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6]3)[C:12]=2[OH:13])[CH2:15][CH2:16][CH2:17][CH2:18][CH2:19]1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

5

Reactant 2

HCID 5447ThiodiglycolHCID 20165247Methyl 3-(3,5-dicyclohexyl-4-hydroxyphenyl)propionate

Product 1

HCID 201652481,5-Bis[3-(3,5-dicyclohexyl-4-hydroxyphenyl)propionyloxy]-3-thiapentane

Reagents, catalysts & solvents 2

HCID 21801Titanium tetrabutoxideCatalystHCID 887MethanolSolvent

Procedure

0.2 mol of methyl 3-(3,5-dicyclohexyl-4-hydroxyphenyl)propionate, 0.1 mol of 1,5-dihydroxy-3-thiapentane and 2 ml of tetrabutyl titanate are heated for 8 hours at 150° C. as described in Example 2, during which time the methanol forming distills off. After working up, the yield of product is 25.5% of theory.

Workup

  1. distillationdistills off

Sources & evidence

ORD record
ord-54bec84c049b4079904c297c059fe583
Source dataset
uspto-grants-1987_10
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US04699939

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes