Hydrochloric Acid → 2-Decyltetradecanoyl chloride

HRID 1970098노트

반응식

HRID 1970098 반응식
[CH2:1]([CH:11]([CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH3:26])[C:12](O)=[O:13])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH3:10].C(Cl)(=O)C([Cl:30])=O.Cl>C1COCC1.CN(C)C=O>[CH2:1]([CH:11]([CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH3:26])[C:12]([Cl:30])=[O:13])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH3:10]

참가 물질

6

반응물 3

HCID 313Hydrochloric AcidHCID 65578Oxalyl chlorideHCID 175556Decyltetradecanoic acid

생성물 1

HCID 539445462-Decyltetradecanoyl chloride

시약·촉매·용매 2

HCID 6228Dimethylformamide촉매HCID 8028Tetrahydrofuran용매

반응 조건

온도
0 °C

실험 절차

A 100 mL round bottom flask is charged with 1.15 g (3.13 mmol) of 2-decyltetradecanoic acid (available as ISOCARB 24 from Sasol America), which is dissolved in 20 mL of THF with stirring under inert atmosphere. The solution is cooled to 0° C. and 1.1 mL (12.6 mmol) oxalyl chloride is added dropwise. Upon addition of N,N-dimethylformamide (DMF, 2-3 drops as catalyst), gaseous HCl is observed to evolve from the reaction mixture, after which the mixture is allowed to slowly warm to room temperature. Gas evolution ceases after 30 min, and the reaction is allowed to stir for an additional 30 min before removing solvent by rotary evaporation. The crude acid chloride is redissolved in 10 mL of fresh dry THF and then added dropwise and slowly to the appropriate amine solution, as described below.

후처리

  1. temperatureto slowly warm to room temperature
  2. stirringto stir for an additional 30 min
  3. custombefore removing solvent
  4. customby rotary evaporation
  5. dissolutionThe crude acid chloride is redissolved in 10 mL of fresh dry THF
  6. additionadded dropwise and slowly to the appropriate amine solution

출처 및 근거

ORD 기록
ord-5cc1eae7e61b43a994729686d3212afb
출처 데이터셋
uspto-grants-2013_04
특허 번호
US08426636B2

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