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Hydrochloric Acid → N-Palmitoylglycine

HRID 1464856
ノート
印刷プレビュー

反応式

HRID 1464856 の反応式
[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]
参加物実験手順後処理出典と根拠反応ノート

参加物

7

反応物 4

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

生成物 1

HCID 151008N-Palmitoylglycine収率 67%

試薬・触媒・溶媒 2

HCID 962Water溶媒2 回
HCID 6228
Dimethylformamide
溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-9afacb27f2cf49fc8f591ed72138b011
出典データセット
uspto-grants-2015_04
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08999300B2

反応ノート

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