Ethanolamine → HCID 54281874, compound

HRID 27924Notes

Reaction equation

HRID 27924 reaction equation
[CH2:1]([CH2:3][NH2:4])[OH:2].[C:5]([C:13]1[CH:14]=[C:15]2[C:19](=[CH:20][CH:21]=1)[CH2:18][CH:17]([C:22](Cl)=[O:23])[CH2:16]2)(=[O:12])[C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1.S(Cl)(Cl)=O.O>O1CCOCC1>[OH:2][CH2:1][CH2:3][NH:4][C:22]([CH:17]1[CH2:16][C:15]2[C:19](=[CH:20][CH:21]=[C:13]([C:5](=[O:12])[C:6]3[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=3)[CH:14]=2)[CH2:18]1)=[O:23]

Participants

6

Reactant 4

HCID 700EthanolamineHCID 962WaterHCID 24386Thionyl ChlorideHCID 54145723HCID 54145723, compound

Product 1

HCID 54281874HCID 54281874, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent2×

Procedure

6.2 g (0.084 mole+20%) of monoethanolamine dissolved in 30 cm3 of dioxane is placed in a 250 cm3 reaction vessel equipped with a stirrer, a cooler, a dropping funnel and a thermometer. At a temperature of between 15° and 20° C., a solution of 12.2 g (0.042 mole) of 5-benzoyl-indan-2-carboxylic acid chloride (prepared in conventional manner by reacting thionyl chloride with the corresponding acid) in 30 cm3 of dioxane is slowly added. The reaction mixture is stirred for one hour at ambient temperature and then poured into iced, acidified water. A whitish oil separates and finally crystallizes. Upon recrystallization from acetone, a solid which melts at 106°-107° C. (capillary tube) is obtained.

Workup

  1. customis placed in a 250 cm3 reaction vessel
  2. customequipped with a stirrer
  3. additionis slowly added
  4. additionpoured into iced,
  5. customA whitish oil separates and finally crystallizes
  6. customUpon recrystallization from acetone
  7. customa solid which melts at 106°-107° C. (capillary tube) is obtained

Sources & evidence

ORD record
ord-eba49821059f43c39f01dbce8588f7d9
Source dataset
uspto-grants-1980_09
Patent number
US04224341

Reaction notes

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