Hexanoic acid, 2-hydroxy-, ethyl ester → Ethyl 2-{[tert-butyl(dimethyl)silyl]oxy}hexanoate

HRID 628933Notes

Reaction equation

HRID 628933 reaction equation
[OH:1][CH:2]([CH2:8][CH2:9][CH2:10][CH3:11])[C:3]([O:5][CH2:6][CH3:7])=[O:4].[Si:12](OC(CCC)CC(OCC)=O)([C:15]([CH3:18])([CH3:17])[CH3:16])([CH3:14])[CH3:13]>>[Si:12]([O:1][CH:2]([CH2:8][CH2:9][CH2:10][CH3:11])[C:3]([O:5][CH2:6][CH3:7])=[O:4])([C:15]([CH3:18])([CH3:17])[CH3:16])([CH3:14])[CH3:13]

Participants

3

Reactant 2

HCID 103589Hexanoic acid, 2-hydroxy-, ethyl esterHCID 14264095Ethyl 3-((tert-butyldimethylsilyl)oxy)hexanoate

Product 1

HCID 57438620Ethyl 2-{[tert-butyl(dimethyl)silyl]oxy}hexanoateYield 74%

Procedure

Ethyl 2-((tert-butyldimethylsilyl)oxy)hexanoate 5 (2.54 g) was prepared in 74% yield using ethyl 2-hydroxyhexanoate 4 according to the procedures described for compound 2 in above (See Schemes 1 and 2).

Sources & evidence

ORD record
ord-00d067e7cf0a4607a2a98b5a0ecc09f8
Source dataset
uspto-grants-2016_04
Patent number
US09315486B2

Reaction notes

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