Monobenzone → 4-Benzyloxyphenyl 4-dodecyloxybenzoate

HRID 1650640Notes

Reaction equation

HRID 1650640 reaction equation
[CH2:1]([O:13][C:14]1[CH:22]=[CH:21][C:17]([C:18](Cl)=[O:19])=[CH:16][CH:15]=1)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH3:12].[CH2:23]([O:30][C:31]1[CH:36]=[CH:35][C:34]([OH:37])=[CH:33][CH:32]=1)[C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1.C(N(CC)CC)C>O1CCCC1>[CH2:1]([O:13][C:14]1[CH:22]=[CH:21][C:17]([C:18]([O:37][C:34]2[CH:33]=[CH:32][C:31]([O:30][CH2:23][C:24]3[CH:25]=[CH:26][CH:27]=[CH:28][CH:29]=3)=[CH:36][CH:35]=2)=[O:19])=[CH:16][CH:15]=1)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH3:12]

Participants

5

Reactant 3

HCID 7638MonobenzoneHCID 8471TriethylamineHCID 127210434-(Dodecyloxy)benzoyl chloride

Product 1

HCID 198244704-Benzyloxyphenyl 4-dodecyloxybenzoate

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

In the same manner as described in Referential Example 13, 3.0 g of p-dodecyloxybenzoic acid chloride and 2.0 g of p-benzyloxyphenol were dissolved in 50 ml of tetrahydrofuran, 1.5 g of triethylamine was added to the solution, and reaction was carried out at room temperature overnight. The obtained 4-benzyloxyphenyl 4-dodecyloxybenzoate was isolated, and reduction was carried out under a hydrogen pressure of 25 kg/cm2 by using Pd/C as the catalyst to obtain 2.3 g of 4-hydroxyphenyl 4-dodecyloxybenzoate.

Sources & evidence

ORD record
ord-e5f68c89547f4cf9a224a956446b4f2e
Source dataset
uspto-grants-1990_05
Patent number
US04925591

Reaction notes

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