1-Decanol → HCID 86587064, compound

HRID 351511Notes

Reaction equation

HRID 351511 reaction equation
[CH2:1]([O:3][CH:4]([CH2:10][C:11]1[CH:16]=[CH:15][C:14]([OH:17])=[CH:13][CH:12]=1)[C:5]([O:7][CH2:8][CH3:9])=[O:6])[CH3:2].C(N(CC)CC)C.[CH2:25](O)[CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32]CC>CCCCCCC>[CH2:1]([O:3][C@@H:4]([CH2:10][C:11]1[CH:12]=[CH:13][C:14]([OH:17])=[CH:15][CH:16]=1)[C:5]([O:7][CH2:8][CH2:9][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH3:32])=[O:6])[CH3:2].[CH2:1]([O:3][C@H:4]([CH2:10][C:11]1[CH:12]=[CH:13][C:14]([OH:17])=[CH:15][CH:16]=1)[C:5]([O:7][CH2:8][CH3:9])=[O:6])[CH3:2]

Participants

5

Reactant 3

HCID 81741-DecanolHCID 8471TriethylamineHCID 11791243Ethyl 2-ethoxy-3-(4-hydroxyphenyl)propanoate

Product 1

HCID 86587064HCID 86587064, compound

Reagents, catalysts & solvents 1

HCID 8900HeptaneSolvent

Procedure

To ethyl (2RS) (+/−) 2-ethoxy-3-(4-hydroxyphenyl)propanoate (5 mg) in solution in heptane (dried on 4 Å molecular sieves) (1 ml), triethylamine (0.4 μl) and n-decanol (8 μl), were added 4 Å molecular sieves and Rhizopus arrhizus lipase (Fluka 62305; 2.2 U/g) (20 mg). The reaction mixture was shaken at room temperature and analysed at different times. The reaction mixtures were analysed by the gradient HPLC method 2 and by the chiral HPLC method 4.

Workup

  1. customThe reaction mixtures

Sources & evidence

ORD record
ord-ef0d5457bdd149749cccfceab1d85964
Source dataset
uspto-grants-2004_06
Patent number
US06743608B2

Reaction notes

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