tert-Butyl 4-n-octylphenyl(methyl)carbamate → HCID 66615021, compound

HRID 717636Notes

Reaction equation

HRID 717636 reaction equation
[CH2:1]([O:3][C:4](=[O:33])[CH2:5][NH:6][C:7]([N:9]([CH2:18][C:19]1[CH:24]=[CH:23][C:22]([CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH3:32])=[CH:21][CH:20]=1)[NH:10]C(OC(C)(C)C)=O)=[O:8])[CH3:2].C(C1C=CC(N(C)C(=O)OC(C)(C)C)=CC=1)CCCCCCC>>[CH2:25]([C:22]1[CH:23]=[CH:24][C:19]([CH2:18][N:9]([C:7]([NH:6][CH2:5][C:4]([O:3][CH2:1][CH3:2])=[O:33])=[O:8])[NH2:10])=[CH:20][CH:21]=1)[CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH3:32]

Participants

3

Reactant 2

HCID 66615053tert-Butyl 4-n-octylphenyl(methyl)carbamateHCID 86660608tert-Butyl 2-(2-ethoxy-2-oxoethylcarbamoyl)-2-(4-octylbenzyl)-hydrazinecarboxylate

Product 1

HCID 66615021HCID 66615021, compoundYield 89%

Procedure

When the product of Step C was substituted for tert-butyl 4-n-octylphenyl(methyl)carbamate in Example 12, Step B, the identical process afforded the title compound in 89% yield, as a creamy solid, which was used in the next step without further purification. 1H-NMR (CDCl3) 7.15 (m, 4H); 6.84 (broad m, 1H); 4.66 (s, 2H); 4.2 (q, 2H, J=7.14 Hz); 4.02 (d, 2H, J=5.8 Hz); 3.42 (bs, 2H); 2.57 (t, 2H, J=7.9 Hz); 1.57 (m, 2H); 1.27 (m, 13H); 0.86 (t, 3H, J=6.9 Hz).

Sources & evidence

ORD record
ord-37cf5606be5243bf8759c2a63887f49c
Source dataset
uspto-grants-2015_11
Patent number
US09193716B2

Reaction notes

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