tert-Butyl piperazine-1-carboxylate → 4-(4-Phenoxy-phenyl)-piperazine-1-carboxylic acid tert-butyl ester

HRID 2353234Notes

Reaction equation

HRID 2353234 reaction equation
I[C:2]1[CH:7]=[CH:6][C:5]([O:8][C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)=[CH:4][CH:3]=1.[C:15]([N:22]1[CH2:27][CH2:26][NH:25][CH2:24][CH2:23]1)([O:17][C:18]([CH3:21])([CH3:20])[CH3:19])=[O:16]>>[C:18]([O:17][C:15]([N:22]1[CH2:27][CH2:26][N:25]([C:2]2[CH:7]=[CH:6][C:5]([O:8][C:9]3[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=3)=[CH:4][CH:3]=2)[CH2:24][CH2:23]1)=[O:16])([CH3:21])([CH3:19])[CH3:20]

Participants

3

Reactant 2

HCID 143452tert-Butyl piperazine-1-carboxylateHCID 5203994-Iododiphenyl ether

Product 1

HCID 448189884-(4-Phenoxy-phenyl)-piperazine-1-carboxylic acid tert-butyl esterYield 75.5%

Procedure

The title compound (3.5 g, 75.5%) was prepared from 1-iodo-4-phenoxy-benzene (3.9 g, 13.1 mmol) and 1-Boc-piperazine (2.5 g, 13.1 mmol) by the procedure described in step 1 of Example 4: MS (ESI) m/z 355 (M+H); 1H NMR (400 MHz, CDCl3) δ 1.49 (s, 9H), 3.08 (t, J=4.8 Hz, 4H), 3.59 (t, J=4.8 Hz, 4H), 6.90-7.09 (m, 7H), 7.27-7.32 (m, 2H).

Sources & evidence

ORD record
ord-6f04d5d4a66a4353ad9d44d5a53a2723
Source dataset
uspto-grants-2010_07
Patent number
US07750012B2

Reaction notes

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