Diethyl Ether → 58484-09-6

HRID 1448527노트

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HRID 1448527 반응식
[Cl:1][CH2:2][CH2:3][NH:4][C:5]([NH:7][C@@H:8]1[O:16][C@H:15]([CH2:17][OH:18])[C@H:13]([OH:14])[C@H:11]([OH:12])[C@H:9]1[OH:10])=[O:6].[N:19]([O-])=[O:20].[Na+].C(OCC)C>C(O)=O>[Cl:1][CH2:2][CH2:3][N:4]([N:19]=[O:20])[C:5]([NH:7][C@@H:8]1[O:16][C@H:15]([CH2:17][OH:18])[C@H:13]([OH:14])[C@H:11]([OH:12])[C@H:9]1[OH:10])=[O:6]

참가 물질

5

반응물 3

HCID 3283Diethyl EtherHCID 23668193Sodium NitriteHCID 54500301HCID 54500301, 화합물

생성물 1

HCID 5455729758484-09-6

시약·촉매·용매 1

HCID 284Formic Acid용매

실험 절차

To a solution of 300 mg of 1-(2-chloroethyl)-3-(β-D-galactopyranosyl)urea in 2 ml of 99% formic acid was slowly added 150 mg of sodium nitrite in an icebath under stirring. The mixture was stirred for 1 hour under ice-cooling to complete the nitrosation. The reaction mixture was admixed with 50 ml of ethyl ether to deposit an oily substance. The ethyl ether phase was separated from the oily substance by decantation. The operation of adding ethyl ether to and separating the ethyl ether phase from the oily substance by decantation was repeated three times, using 50 ml, 20 ml and 20 ml of the ether, respectively. Thereafter, the oily substance was taken up into 30 ml of methyl alcohol, and the resultant solution was admixed with 3 ml of Amberlite IR-120 (H+ form). The admixture was filtered to remove cation-exchange resin, and the filtrate was concentrated under a reduced pressure, depositing crystals of the titled compound. Yield 210 mg (63.6%). mp. 145° C. (decomposition with foaming). [α]D21.0 +13.0° (c 0.5, H2O).

후처리

  1. stirringThe mixture was stirred for 1 hour under ice-
  2. temperaturecooling
  3. customThe ethyl ether phase was separated from the oily substance by decantation
  4. customThe operation of adding ethyl ether to and separating the ethyl ether phase from the oily substance by decantation
  5. filtrationThe admixture was filtered
  6. customto remove cation-exchange resin
  7. concentrationthe filtrate was concentrated under a reduced pressure
  8. custom[α]D21.0 +13.0° (c 0.5, H2O)

출처 및 근거

ORD 기록
ord-e531d8ccc1e94997b660a265ea46ac47
출처 데이터셋
uspto-grants-1979_12
특허 번호
US04180655

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