Ethanolamine → 16-(2-Hydroxyethylamino)-1-(2-tetrahydropyranyloxy)hexadecane

HRID 1116

Reaction equation

[CH2:1]([CH2:3][NH2:4])[OH:2].[O:5]1[CH2:10][CH2:9][CH2:8][CH2:7][CH:6]1[O:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][C:27](OC)=O.N(CCO)CCO.C1CCCCCCCOC(=O)CCCCCCC1>>[OH:2][CH2:1][CH2:3][NH:4][CH2:27][CH2:26][CH2:25][CH2:24][CH2:23][CH2:22][CH2:21][CH2:20][CH2:19][CH2:18][CH2:17][CH2:16][CH2:15][CH2:14][CH2:13][CH2:12][O:11][CH:6]1[CH2:7][CH2:8][CH2:9][CH2:10][O:5]1

Participants

Reactant 4

HCID 700Ethanolamine

HCID 7984Hexadecanolide

HCID 8113Diethanolamine

HCID 12687990Methyl 16-(2-tetrahydropyranyloxy)hexadecanoate

Product 1

HCID 1969463216-(2-Hydroxyethylamino)-1-(2-tetrahydropyranyloxy)hexadecane

Procedure

A reaction was conducted in the same manner as in Preparation Example 37 except that ethanolamine and methyl 16-(2-tetrahydropyranyloxy)hexadecanate were used in place of diethanolamine and cyclohexadecanolide, respectively, in Preparation Example 37, thereby obtaining the title compound (IId-4).

Workup

customrespectively, in Preparation Example 37

Sources & evidence

ORD record: ord-1fba45c98c28483dbc24abfca08ff922
Source dataset: uspto-grants-1998_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05723497

Linked notes

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