Hydrochloric Acid → HCID 20429536、化合物

HRID 615208ノート

反応式

HRID 615208 の反応式
[C:1](O)(=O)[CH2:2][CH2:3][CH2:4][C:5]#[C:6][CH2:7][C:8]#[C:9][CH2:10][C:11]#[C:12][CH2:13][C:14]#[C:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20]C.S(Cl)(Cl)=[O:25].C[N:29](C)[CH:30]=[O:31].Cl>C(Cl)Cl.CCOCC>[C:30]([NH:29][OH:25])(=[O:31])[CH2:20][CH2:19][CH2:18][C:17]#[C:16][CH2:15][C:14]#[C:13][CH2:12][C:11]#[C:10][CH2:9][C:8]#[C:7][CH2:6][CH2:5][CH2:4][CH2:3][CH2:2][CH3:1]

参加物

7

反応物 4

HCID 313Hydrochloric AcidHCID 6228DimethylformamideHCID 24386Thionyl ChlorideHCID 1522675,8,11,14-Heneicosatetraynoic acid

生成物 1

HCID 20429536HCID 20429536、化合物

試薬・触媒・溶媒 2

HCID 3283Diethyl Ether溶媒HCID 6344Dichloromethane溶媒2 回

実験手順

Heneicosa-5,8,11,14-tetraynoic acid (130 mg) was dissolved in methylene chloride (3 ml) and a solution of thionyl chloride (104 mg) and dimethylformamide (5 mg) in methylene chloride (2.6 ml) was added. After 3 hours at 25° C., the solution was evaporated. To the residue was added a solution of hydroxylamine hydrochloride (58 mg) and sodium bicarbonate (70 mg) in water (0.4 ml) and methanol (0.4 ml) to which had been added normal aqueous potassium hydroxide sufficient to obtain a pH of 9. After 10 minutes ether (20 ml) and 1.0N hydrochloric acid (10 ml) were added. The organic solution was dried and evaporated, and the residue was chromatographed on silica gel, eluting with methylene chloride/methanol/ammonium hydroxide, (40/4/0.3;v/v/v) so as to afford the title compound as a solid, m.p.: 85°-88° C.

後処理

  1. customthe solution was evaporated
  2. additionTo the residue was added a solution of hydroxylamine hydrochloride (58 mg) and sodium bicarbonate (70 mg) in water (0.4 ml) and methanol (0.4 ml) to which
  3. additionhad been added normal aqueous potassium hydroxide sufficient
  4. customto obtain a pH of 9
  5. customThe organic solution was dried
  6. customevaporated
  7. customthe residue was chromatographed on silica gel
  8. washeluting with methylene chloride/methanol/ammonium hydroxide, (40/4/0.3;v/v/v) so as

出典と根拠

ORDレコード
ord-2a839eaf191c47aea14b6d4c833f77a1
出典データセット
uspto-grants-1985_02
特許番号
US04497827

反応ノート

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