3-Hydroxyacetophenone → HCID 12347985, compound

HRID 1425637Notes

Reaction equation

HRID 1425637 reaction equation
[CH3:1][C:2]([C:4]1[CH:5]=[CH:6][CH:7]=[C:8]([OH:10])[CH:9]=1)=O.C(O)(=O)C.C([NH2:18])(C)C>>[NH2:18][C@H:2]([C:4]1[CH:9]=[C:8]([OH:10])[CH:7]=[CH:6][CH:5]=1)[CH3:1]

Participants

3

Reactant 2

HCID 84873-Hydroxyacetophenone2×HCID 12203879HCID 12203879, compound

Product 1

HCID 12347985HCID 12347985, compound

Conditions

Temperature
37 °C

Procedure

A total of 65 g of the 3-hydroxyacetophenone (compound (1)) substrate was charged to the stirred mixture as a powder. After addition of substrate was complete, the volume of the reaction was topped up to 1 L (if necessary) with the appropriate amount of 0.1 M TEA buffer, pH 7.5. The resulting slurry was stirred at 150 rpm at 37° C. (internal temperature). The temperature was monitored using an external temperature probe. The reaction was conducted under a constant nitrogen sweep of 5 L/min. Additional 5 M isopropylamine acetate (100 mL) was charged to the stirred mixture after 24 h and again after 48 h.

Workup

  1. additionAfter addition of substrate

Sources & evidence

ORD record
ord-eeef81e23d41489bb6257cf0214c5d47
Source dataset
uspto-grants-2015_01
Patent number
US08932838B2

Reaction notes

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