Hydrochloric Acid → HCID 22118668, compound

HRID 1601085Notes

Reaction equation

HRID 1601085 reaction equation
[C:1]([N:8](C)[CH2:9][C:10]([C:12]1[CH:29]=[CH:28][C:15]([O:16][CH2:17][C:18]([O:20][CH2:21][C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=2)=[O:19])=[CH:14][CH:13]=1)=[O:11])(OC(C)(C)C)=O.[ClH:31]>O1CCOCC1>[ClH:31].[CH3:1][NH:8][CH2:9][C:10]([C:12]1[CH:29]=[CH:28][C:15]([O:16][CH2:17][C:18]([O:20][CH2:21][C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=2)=[O:19])=[CH:14][CH:13]=1)=[O:11]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 54372863HCID 54372863, compound

Product 1

HCID 22118668HCID 22118668, compoundYield 97%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

A mixture of benzyl 4-[2-(BOC-methylamino)acetyl]phenoxyacetate (7.26 g, 17.57 mmol) and 4 M HCl in 1,4-dioxane (150 mL) was stirred for 1 h at RT. Evaporation on the rotavap and trituration with Et2O afforded the title compound as a white powder (5.93 g, 97%): 1H NMR (250 MHz, CD3OD) δ 7.05-8.00 (m, 9 H), 5.23 (s, 2H), 4.88 (s, 2H), 4.65 (s, 2H), 2.80 (s, 3H).

Workup

  1. customEvaporation on the rotavap and trituration with Et2O

Sources & evidence

ORD record
ord-f862507dbd22407b8b92d0c544cd783d
Source dataset
uspto-grants-1999_11
Patent number
US05977101

Reaction notes

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