Acetic acid, 2-(4-formylphenoxy)- → Tert-Butyl 4-(2-(4-formylphenoxy)acetyl)piperazine-1-carboxylate

HRID 592080Notes

Reaction equation

HRID 592080 reaction equation
[CH:1]([C:3]1[CH:13]=[CH:12][C:6]([O:7][CH2:8][C:9]([OH:11])=O)=[CH:5][CH:4]=1)=[O:2].C(C1C=C(C=CC=1)OCC([N:23]1[CH2:28][CH2:27][N:26]([C:29]([O:31][C:32]([CH3:35])([CH3:34])[CH3:33])=[O:30])[CH2:25][CH2:24]1)=O)=O>>[CH:1]([C:3]1[CH:4]=[CH:5][C:6]([O:7][CH2:8][C:9]([N:23]2[CH2:24][CH2:25][N:26]([C:29]([O:31][C:32]([CH3:35])([CH3:34])[CH3:33])=[O:30])[CH2:27][CH2:28]2)=[O:11])=[CH:12][CH:13]=1)=[O:2]

Participants

3

Reactant 2

HCID 89177Acetic acid, 2-(4-formylphenoxy)-HCID 89725867Tert-Butyl 4-(2-(3-formylphenoxy)acetyl)piperazine-1-carboxylate

Product 1

HCID 89738600Tert-Butyl 4-(2-(4-formylphenoxy)acetyl)piperazine-1-carboxylateYield 74%

Procedure

2-(4-Formylphenoxy)acetic acid (53) was treated in an analogous manner to Compound 49 to afford the desired product (74%) as a white solid. NMR: δ 1.461 (s, 9H), 3.38-3.64 (m, 8H), 4.802 (s, 2H), 2.06 (d, J=8.4 Hz, 2H), 7.85 (d, J=8.8 Hz, 2H), 9.899 (s, 1H).

Sources & evidence

ORD record
ord-bcf30bc8be2549c2a891e2da2f04b088
Source dataset
uspto-grants-2016_01
Patent number
US09238656B2

Reaction notes

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