Tert-Butylamine → HCID 68423125, compound

HRID 1160473Notes

Reaction equation

HRID 1160473 reaction equation
[OH:1][C:2]1[CH:3]=[C:4]([CH2:8][C@H:9]([O:13][CH:14]([CH3:16])[CH3:15])[C:10]([OH:12])=[O:11])[CH:5]=[CH:6][CH:7]=1.[C:17]([NH2:21])([CH3:20])([CH3:19])[CH3:18]>COCCOC>[C:17]([NH2:21])([CH3:20])([CH3:19])[CH3:18].[OH:1][C:2]1[CH:3]=[C:4]([CH2:8][C@H:9]([O:13][CH:14]([CH3:16])[CH3:15])[C:10]([OH:12])=[O:11])[CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 6385Tert-ButylamineHCID 24963431HCID 24963431, compound

Product 1

HCID 68423125HCID 68423125, compoundYield 90%

Reagents, catalysts & solvents 1

HCID 80711,2-DimethoxyethaneSolvent

Conditions

Temperature
75 °C

Procedure

(2S)-3-(3-Hydroxyphenyl)-2-isopropoxypropionic acid (7.6 kg, 34 mol) was dissolved in 1,2-dimethoxyethane (131 L), then tert-butylamine (3.9 L, 37 mol) was added dropwise to the reaction mixture at 20° C. over a period of 15 minutes. The reaction mixture was stirred at 75° C. for 2 hours and cooled, followed by separating the generated crystal by filtration. The crystals were subjected to vacuum drying at 40° C. for 23 hours to obtain 9.04 kg of the title compound (yield: 90%).

Workup

  1. temperaturecooled
  2. customby separating the generated crystal
  3. filtrationby filtration
  4. customdrying at 40° C. for 23 hours

Sources & evidence

ORD record
ord-73827e0aef874577a4adc77d9c43f444
Source dataset
uspto-grants-2010_10
Patent number
US07816405B2

Reaction notes

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