Diethyl ethylmalonate → 2-Amino-2-ethyl-4-(4-octylphenyl)butanol

HRID 842283Notes

Reaction equation

HRID 842283 reaction equation
C([O:4][CH2:5][C:6]([NH:26]C(=O)C)([CH2:24][CH3:25])[CH2:7][CH2:8][C:9]1[CH:14]=[CH:13][C:12]([C:15](=O)[CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH3:22])=[CH:11][CH:10]=1)(=O)C.C(OC(=O)C(CC)C(OCC)=O)C>>[NH2:26][C:6]([CH2:24][CH3:25])([CH2:7][CH2:8][C:9]1[CH:10]=[CH:11][C:12]([CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH3:22])=[CH:13][CH:14]=1)[CH2:5][OH:4]

Participants

3

Reactant 2

HCID 8610Diethyl ethylmalonateHCID 53718772HCID 53718772, compound

Product 1

HCID 226187412-Amino-2-ethyl-4-(4-octylphenyl)butanol

Procedure

In working example 77, 2-acetamido-2-ethyl-4-(4-octanoylphenyl)butyl acetate obtained by using ethylmalonic acid diethyl ester instead of propylmalonic acid diethyl ester, is subjected to reduction in the same manner as working example 2 (7) and then hydrolysis in the same manner as working example 78 to give the subject compound.

Workup

  1. customobtained
  2. customhydrolysis in the same manner
  3. customto give the subject compound

Sources & evidence

ORD record
ord-fc536b2b13004f55a41cb0148f2b6f51
Source dataset
uspto-grants-2002_04
Patent number
US06372800B1

Reaction notes

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