Sulfamic Acid → HCID 961607、化合物

HRID 356983ノート

反応式

HRID 356983 の反応式
S(=O)(=O)(O)N.[CH2:6]([O:13][C:14]1[CH:23]=[CH:22][C:21]2[C:16](=[CH:17][CH:18]=[CH:19][CH:20]=2)[C:15]=1[CH:24]=[O:25])[C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1.[O-:26]Cl=O.[Na+]>CC(C)=O.O>[CH2:6]([O:13][C:14]1[CH:23]=[CH:22][C:21]2[C:16](=[CH:17][CH:18]=[CH:19][CH:20]=2)[C:15]=1[C:24]([OH:26])=[O:25])[C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1

参加物

6

反応物 3

HCID 5987Sulfamic AcidHCID 7354602-(benzyloxy)-1-naphthaldehydeHCID 23668197Sodium Chlorite

生成物 1

HCID 961607HCID 961607、化合物

試薬・触媒・溶媒 2

HCID 180Acetone溶媒HCID 962Water溶媒

反応条件

温度
0 °C

実験手順

Sulfamic acid (17.28 g, 178 mmol) was added to a solution of 9 (21.11 g, 80.5 mmol) in acetone (420 ml) and water (210 ml) at 0° C. Over a period of 20 minutes, 80% NaClO2 (10.42 g, 92.2 mmol) was added at 0° C. The solution was stirred at 0° C. for 30 minutes and then concentrated to about 200 ml. After dilution with water (200 ml), the mixture was extracted with CH2Cl2 (1×200 ml, 2×100 ml). The organic layer was dried (MgSO4) and concentrated. Crystallization from cyclohexane/ethyl acetate (1:1) generated 19.12 g (85%) of 10 as pale yellow crystals, mp 127°-128° C. (lit. mp 128°-130° C.).

後処理

  1. concentrationconcentrated to about 200 ml
  2. extractionAfter dilution with water (200 ml), the mixture was extracted with CH2Cl2 (1×200 ml, 2×100 ml)
  3. dry with materialThe organic layer was dried (MgSO4)
  4. concentrationconcentrated
  5. customCrystallization from cyclohexane/ethyl acetate (1:1)

出典と根拠

ORDレコード
ord-5225b2561423426fb1900bbf15546853
出典データセット
uspto-grants-1998_11
特許番号
US05840739

反応ノート

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