Diethyl Ether → 58484-09-6

HRID 2083780ノート

反応式

HRID 2083780 の反応式
[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]

参加物

5

反応物 3

HCID 3283Diethyl EtherHCID 23668193Sodium NitriteHCID 54500301HCID 54500301、化合物

生成物 1

HCID 5455729758484-09-6

試薬・触媒・溶媒 1

HCID 284Formic Acid溶媒

実験手順

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 ice-bath 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).

後処理

  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)

出典と根拠

ORDレコード
ord-3e43c38da452455fa61c773cec783a88
出典データセット
uspto-grants-1978_04
特許番号
US04086415

反応ノート

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