Diisopropylamine → 2-(3-(Di(propan-2-yl)amino)-1-phenylpropyl)-4-(hydroxymethyl)phenol

HRID 563879

Reaction equation

HRID 563879 reaction equation
O[CH:2]1[CH2:11][CH:10]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[C:9]2[C:4](=[CH:5][CH:6]=[C:7]([CH2:18][OH:19])[CH:8]=2)[O:3]1.[CH:20]([NH:23][CH:24]([CH3:26])[CH3:25])([CH3:22])[CH3:21]>CO>[CH:20]([N:23]([CH:24]([CH3:26])[CH3:25])[CH2:2][CH2:11][CH:10]([C:9]1[CH:8]=[C:7]([CH2:18][OH:19])[CH:6]=[CH:5][C:4]=1[OH:3])[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)([CH3:22])[CH3:21]

Participants

4

Reactant 2

HCID 7912DiisopropylamineHCID 547615963,4-Dihydro-2-hydroxy-4-phenyl-2H-1-benzopyran-6-methanol

Product 1

HCID 99279712-(3-(Di(propan-2-yl)amino)-1-phenylpropyl)-4-(hydroxymethyl)phenol

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

(2-Hydroxy-4-phenyl-3,4-dihydro-2H-chromen-6-yl)methanol (Example 13, 830 g, 3.24 mol, 1.0 eq) was stirred in methanol (4150 mL, 5.0 mL/g). Diisopropylamine (1362 mL, 9.72 mol, 3.0 eq) was then added over 15 minutes via dropping funnel. The resulting solution was then stirred for one hour under nitrogen.

Sources & evidence

ORD record
ord-3e8a149aa00f423f98cf6e4e37a05860
Source dataset
uspto-grants-2011_11
Patent number
US08067594B2

Linked notes

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