Hexamethyldisilazane → HCID 178451017、化合物

HRID 842590

反応式

HRID 842590 の反応式
[PH2:1](=[O:3])[O-:2].[NH4+].C[Si](C)(C)N[Si](C)(C)C.[CH2:14]=[C:15]([CH2:23][CH2:24][C:25]([O:27][C:28]([CH3:31])([CH3:30])[CH3:29])=[O:26])[C:16]([O:18][C:19]([CH3:22])([CH3:21])[CH3:20])=[O:17]>ClCCl>[OH:3][PH:1]([CH2:14][CH:15]([CH2:23][CH2:24][C:25]([O:27][C:28]([CH3:29])([CH3:31])[CH3:30])=[O:26])[C:16]([O:18][C:19]([CH3:20])([CH3:21])[CH3:22])=[O:17])=[O:2]

参加物

5

反応物 3

HCID 13838HexamethyldisilazaneHCID 11054274Di-tert-butyl 2-methylenepentanedioateHCID 178418291HCID 178418291、化合物

生成物 1

HCID 178451017HCID 178451017、化合物収率 100%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

反応条件

温度
105 °C

実験手順

A mixture of ammonium phosphinate (162.6 g, 1.96 mol) and 1,1,1,3,3,3-hexamethyldisilazane (316 g, 1.96 mol) was heated to 105° C. for 2 hours. The reaction mixture was cooled in an ice bath and di-tert-butyl 2-methylenepentane-1,5-dioate (251 g, 0.979 mol) dissolved in dichloromethane (1000 ml) was added dropwise. The reaction mixture was allowed to warm to room temperature overnight. The reaction mixture was then quenched with distilled water (500 ml) and the organic layer was retained. The aqueous layer was washed a second time with dichloromethane and the combined organic layers were dried over magnesium sulfate. Then the solvent was removed under reduced pressure leaving a slightly yellow oil (315 g, 100%) This product was found to be of sufficient purity for use in the next reaction. 1H NMR (CDCl3): δ1.4 (m, 18H), 1.9 (m, 3H), 2.1 (m, 1H), 2.3 (m, 2H), 2.7 (m, 1H), 6.5 & 7.9 (d, 1H, the P—H), 11.0 (s, 1H).

後処理

  1. temperatureThe reaction mixture was cooled in an ice bath
  2. additionwas added dropwise
  3. temperatureto warm to room temperature overnight
  4. customThe reaction mixture was then quenched with distilled water (500 ml)
  5. washThe aqueous layer was washed a second time with dichloromethane
  6. dry with materialthe combined organic layers were dried over magnesium sulfate
  7. customThen the solvent was removed under reduced pressure

出典と根拠

ORDレコード
ord-a707836626d44edfbe16c216d186f056
出典データセット
uspto-grants-2002_04
特許番号
US06376478B1

関連ノート

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