Ethanolamine → HCID 69891131, compound

HRID 2119323Notes

Reaction equation

HRID 2119323 reaction equation
[CH2:1]([CH2:3][NH2:4])[OH:2].O[CH2:6][C:7]1[CH:12]=[CH:11][C:10]([C:13]2[CH:18]=[CH:17][C:16]([S:19]([N:22]3[CH2:27][CH2:26][S:25][C:24]([CH3:29])([CH3:28])[C@@H:23]3[C:30]([OH:32])=[O:31])(=[O:21])=[O:20])=[CH:15][CH:14]=2)=[CH:9][CH:8]=1>C1COCC1>[OH:2][CH2:1][CH2:3][NH:4][CH2:6][C:7]1[CH:12]=[CH:11][C:10]([C:13]2[CH:14]=[CH:15][C:16]([S:19]([N:22]3[CH2:27][CH2:26][S:25][C:24]([CH3:29])([CH3:28])[C@@H:23]3[C:30]([OH:32])=[O:31])(=[O:20])=[O:21])=[CH:17][CH:18]=2)=[CH:9][CH:8]=1

Participants

4

Reactant 2

HCID 700EthanolamineHCID 10159194HCID 10159194, compound

Product 1

HCID 69891131HCID 69891131, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Conditions

Temperature
0 °C

Procedure

Crude product from (a) was diluted up in anhydrous THF (1 mL) in a dry environment and then cooled to ˜0° C. To this solution was added ethanolamine (1 mL of a 0.2 M solution in dry THF). This was allowed to warm to room temperature while stirring overnight. Concentration in vacuo, followed by hydrolysis of the ester as described in part (c) of Example 5 gave the title compound.

Workup

  1. temperatureto warm to room temperature
  2. concentrationConcentration in vacuo
  3. customfollowed by hydrolysis of the ester

Sources & evidence

ORD record
ord-a413795ea9d540bda1a59e415b2116ff
Source dataset
uspto-grants-2004_02
Patent number
US06686355B2

Reaction notes

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