2-Cyclohexylacetaldehyde → 4-(2-Cyclohexylethyl)-9-(1H-imidazol-1-yl)-3,4,5,6-tetrahydro-2H-1,7,4-benzodioxazonine

HRID 1089556Notes

Reaction equation

HRID 1089556 reaction equation
[N:1]1([C:6]2[CH:18]=[CH:17][C:9]3[O:10][CH2:11][CH2:12][NH:13][CH2:14][CH2:15][O:16][C:8]=3[CH:7]=2)[CH:5]=[CH:4][N:3]=[CH:2]1.[CH:19]1([CH2:25][CH:26]=O)[CH2:24][CH2:23][CH2:22][CH2:21][CH2:20]1.[BH3-]C#N.[Na+]>>[CH:19]1([CH2:25][CH2:26][N:13]2[CH2:12][CH2:11][O:10][C:9]3[CH:17]=[CH:18][C:6]([N:1]4[CH:5]=[CH:4][N:3]=[CH:2]4)=[CH:7][C:8]=3[O:16][CH2:15][CH2:14]2)[CH2:24][CH2:23][CH2:22][CH2:21][CH2:20]1

Participants

4

Reactant 3

HCID 3166272-CyclohexylacetaldehydeHCID 5003444Sodium cyanoborohydrideHCID 148563649-(1H-imidazol-1-yl)-3,4,5,6-tetrahydro-2H-1,7,4-benzodioxazonine

Product 1

HCID 148563764-(2-Cyclohexylethyl)-9-(1H-imidazol-1-yl)-3,4,5,6-tetrahydro-2H-1,7,4-benzodioxazonine

Procedure

In a manner similar to example 4, react 9-(1H-imidazol-1-yl)-3,4,5,6-tetrahydro-2H-1,7,4-benzodioxazonine with cyclohexaneacetaldehyde and NaBH3CN to obtain the title compound.

Sources & evidence

ORD record
ord-d049d0d142cd4d9a9791bbf8d03922cd
Source dataset
uspto-grants-1990_10
Patent number
US04966967

Reaction notes

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