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Hydrochloric Acid → N-Palmitoylglycine

HRID 1464856
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HRID 1464856 반응식
[C:1]([O:18]N1C(=O)CCC1=O)(=O)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH3:16].[NH2:26][CH2:27][C:28]([OH:30])=[O:29].C(N(CC)CC)C.Cl>CN(C=O)C.O>[NH:26]([C:1]([CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH3:16])=[O:18])[CH2:27][C:28]([OH:30])=[O:29]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 4

HCID 313Hydrochloric AcidHCID 750GlycineHCID 8471TriethylamineHCID 4620598Palmitic acid N-hydroxysuccinimide

생성물 1

HCID 151008N-Palmitoylglycine수율 67%

시약·촉매·용매 2

HCID 962Water용매2회
HCID 6228
Dimethylformamide
용매

실험 절차

260.3 g of the N-palmitoyloxy-succinimide synthesized above as a whole was suspended in 750 ml of DMF and, to the resultant solution while cooled with ice with stirring, 56.3 g (0.750 mol) of Gly and 83.2 mL (0.598 mol) of triethylamine dissolved in 250 ml of water were added dropwise. The resultant solution was stirred for another 30 minutes while cooled with ice and for another 15 hours during which the resultant solution gradually reached room temperature. To an aqueous solution obtained by dissolving 100 mL of 6 N hydrochloric acid in 1 L of water and adjusting the pH to pH 3, while cooled with ice with stirring, the reaction solution was added dropwise to precipitate a solid, which was filtered off. The resultant product was washed with 2 L of water and then with 1 L of hexane, and was then collected to obtain 114 g (67%) of a desired compound.

후처리

  1. temperaturewhile cooled with ice
  2. additionwere added dropwise
  3. customTo an aqueous solution obtained
  4. temperaturewhile cooled with ice
  5. stirringwith stirring
  6. additionthe reaction solution was added dropwise
  7. customto precipitate a solid, which
  8. filtrationwas filtered off
  9. washThe resultant product was washed with 2 L of water
  10. customwith 1 L of hexane, and was then collected

출처 및 근거

ORD 기록
ord-9afacb27f2cf49fc8f591ed72138b011
출처 데이터셋
uspto-grants-2015_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08999300B2

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