p-Toluenesulfonic acid → HCID 14718694, compound

HRID 1085699Notes

Reaction equation

HRID 1085699 reaction equation
[CH3:1][C:2]([CH:5]([CH2:11]C=O)[C:6]([O:8][CH2:9][CH3:10])=[O:7])([CH3:4])[CH3:3].C1(C)C=CC(S(O)(=O)=O)=CC=1.C(O[CH:28]([O:32][CH2:33][CH3:34])[O:29][CH2:30][CH3:31])C>>[CH2:33]([O:32][CH:28]([O:29][CH2:30][CH3:31])[CH2:11][CH:5]([C:2]([CH3:3])([CH3:1])[CH3:4])[C:6]([O:8][CH2:9][CH3:10])=[O:7])[CH3:34]

Participants

4

Reactant 3

HCID 6101p-Toluenesulfonic acidHCID 31214Ethyl orthoformate2×HCID 14718698Ethyl 3,3-dimethyl-2-(2-oxoethyl)butanoate

Product 1

HCID 14718694HCID 14718694, compound

Procedure

Ethyl (RS)-2-(1,1-dimethylethyl)-4-oxo-butanoate (0.57 g) was dissolved in excess triethylorthoformate and a catalytic amount of p-toluenesulphonic acid was added. After stirring for 1 hour at the ambient temperature, excess triethylorthoformate was evaporated under reduced pressure to give ethyl (RS)-4,4-diethoxy-2-(1,1-dimethylethyl)butanoate, the spectral data of which were identical to those obtained in Example 6 (ii).

Workup

  1. customwas evaporated under reduced pressure

Sources & evidence

ORD record
ord-b4f2883b714041b7bddd142e386a8a6c
Source dataset
uspto-grants-1991_04
Patent number
US05010200

Reaction notes

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