Isopropylamine → 1-(2-methyl-3,4-dihydro-2H-1-benzopyrane-7-yloxy)-3-(1-methylethylamino)-2-propanol

HRID 1074460Notes

Reaction equation

[O:1]1[CH:3]([CH2:4][O:5][C:6]2[CH:16]=[CH:15][C:9]3[CH2:10][CH2:11][CH:12]([CH3:14])[O:13][C:8]=3[CH:7]=2)[CH2:2]1.[NH2:17][CH:18]([CH3:20])[CH3:19]>>[CH3:14][CH:12]1[CH2:11][CH2:10][C:9]2[CH:15]=[CH:16][C:6]([O:5][CH2:4][CH:3]([OH:1])[CH2:2][NH:17][CH:18]([CH3:20])[CH3:19])=[CH:7][C:8]=2[O:13]1

Participants

Reactant 2

HCID 6363Isopropylamine

HCID 204967211,2-epoxy-3-(2-methyl-3,4-dihydro-2H-1-benzopyrane-7-yloxy)-propane

Product 1

HCID 204967521-(2-methyl-3,4-dihydro-2H-1-benzopyrane-7-yloxy)-3-(1-methylethylamino)-2-propanol

Procedure

Following the process of example 9 (a) and reacting 1,2-epoxy-3-(2-methyl-3,4-dihydro-2H-1-benzopyrane-7-yloxy)-propane with 2-aminopropane, 1-(2-methyl-3,4-dihydro-2H-1-benzopyrane-7-yloxy)-3-(1-methylethylamino)-2-propanol was obtained as a base (m.p. 79°-81° C.).

Sources & evidence

ORD record: ord-3214235ff06c4327b73e85aa3cb8322d
Source dataset: uspto-grants-1983_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04391821

Reaction notes

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