2-Amino-5-chlorophenol → HCID 58117890, compound

Reaction equation

[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([Cl:8])=[CH:4][C:3]=1[OH:9].[N:10]1(C(OC(C)(C)C)=O)[CH2:15][CH2:14][CH:13]([C:16]([O-])=O)[CH2:12][CH2:11]1>>[Cl:8][C:5]1[CH:6]=[CH:7][C:2]2[N:1]=[C:16]([CH:13]3[CH2:14][CH2:15][NH:10][CH2:11][CH2:12]3)[O:9][C:3]=2[CH:4]=1

Participants

Reactant 2

HCID 915912-Amino-5-chlorophenol

HCID 6921829HCID 6921829, compound

Product 1

HCID 58117890HCID 58117890, compoundYield 103.1%

Procedure

500 mg 2-amino-5-chlorophenol and 800 mg mono-tert-butyl piperidine-1,4-dicarboxylate are heated to 200° C. in 4 ml polyphosphoric acid for 4 h. After cooling the reaction mixture is combined with ice water and stirred for 30 min. The precipitate is suction filtered, washed with water and dried. 850 mg product are obtained as the phosphate.

Workup

temperatureAfter cooling the reaction mixture
filtrationfiltered
washwashed with water
customdried

Sources & evidence

ORD record: ord-bfc808555a5742d8a71cbeab465bfb8f
Source dataset: uspto-grants-2014_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08754073B2

Reaction notes

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