Acetic Anhydride → Acetic acid N-hydroxysuccinimide ester

HRID 1165118

반응식

HRID 1165118 반응식
[OH:1][N:2]1[C:6](=[O:7])[CH2:5][CH2:4][C:3]1=[O:8].[C:9](OC(=O)C)(=[O:11])[CH3:10].C(N(CC)CC)C>O1CCCC1>[CH3:10][C:9]([O:1][N:2]1[C:6](=[O:7])[CH2:5][CH2:4][C:3]1=[O:8])=[O:11]

참가 물질

5

반응물 3

HCID 7918Acetic AnhydrideHCID 8471TriethylamineHCID 80170N-Hydroxysuccinimide

생성물 1

HCID 84460Acetic acid N-hydroxysuccinimide ester

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

N-Hydroxysuccinimide (17.33 g, 0.5 mol) was suspended in 120 ml tetrahydrofuran and cooled in an ice bath. Acetic anhydride (16 ml, 0.17 ml) and then triethylamine (22 ml, 0.16 mol) were added slowly. A solution formed, and then gradually a white precipitate appeared. After one half hour an equal volume of petroleum ether was added, and the crystalline product was collected. Yield 21.22 g (90%, mp 128°-130° C., lit. 15 mp 131°-132° C.). Analysis (C6H7NO4): calc. 45.87% C, 4.49% H, 8.91% N; found 45.86%, C, 4.31% H, 8.61% N.

후처리

  1. temperaturecooled in an ice bath
  2. customA solution formed
  3. customthe crystalline product was collected

출처 및 근거

ORD 기록
ord-175619cc98d54932a3666a48487c1ff6
출처 데이터셋
uspto-grants-1990_03
특허 번호
US04908322

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