4-Isopropylaniline → 8-Hydroxy-2-(4-isopropylphenyl)-2-aza-spiro[4.5]decan-1-one

HRID 2092699Notes

Reaction equation

HRID 2092699 reaction equation
C(O[C:4]([C:6]1([CH2:13][CH2:14]OC)[CH2:11][CH2:10][CH:9]([OH:12])[CH2:8][CH2:7]1)=[O:5])C.[CH:17]([C:20]1[CH:26]=[CH:25][C:23]([NH2:24])=[CH:22][CH:21]=1)([CH3:19])[CH3:18]>>[OH:12][CH:9]1[CH2:8][CH2:7][C:6]2([C:4](=[O:5])[N:24]([C:23]3[CH:25]=[CH:26][C:20]([CH:17]([CH3:19])[CH3:18])=[CH:21][CH:22]=3)[CH2:14][CH2:13]2)[CH2:11][CH2:10]1

Participants

3

Reactant 2

HCID 74644-IsopropylanilineHCID 582299764-Hydroxy-1-(2-methoxy-ethyl)-cyclohexanecarboxylic acid ethyl ester

Product 1

HCID 529119828-Hydroxy-2-(4-isopropylphenyl)-2-aza-spiro[4.5]decan-1-one

Procedure

The title compound was prepared in analogy to example 108, step 3 from 4-hydroxy-1-(2-methoxy-ethyl)-cyclohexanecarboxylic acid ethyl ester (obtained in example 2, step 3) by treatment with 4-isopropylaniline as a mixture of cis and trans diastereomers. Light brown solid. MS (m/e): 288.1 [MH+].

Sources & evidence

ORD record
ord-58f102e23233411e96198e339310c383
Source dataset
uspto-grants-2013_05
Patent number
US08440710B2

Reaction notes

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