Water → tert-Butyl hydroxy(methyl)carbamate

HRID 372457

反応式

HRID 372457 の反応式
Cl.[CH3:2][NH:3][OH:4].N(C(O[C:11]([CH3:14])([CH3:13])[CH3:12])=O)=[N+]=[N-].[OH-:15].[Na+].[CH3:17]NO.[OH2:20]>>[C:11]([O:15][C:2]([N:3]([CH3:17])[OH:4])=[O:20])([CH3:14])([CH3:13])[CH3:12]

参加物

6

反応物 5

HCID 962Water2 回HCID 11647MethylhydroxylamineHCID 14798Sodium Hydroxide2 回HCID 61256Carbonazidic acid, 1,1-dimethylethyl esterHCID 77906N-methylhydroxylamine hydrochloride

生成物 1

HCID 272414tert-Butyl hydroxy(methyl)carbamate

実験手順

N-methylhydroxylamine hydrochloride (14.6 g.) in 20 ml. of water was cooled in an ice-bath and treated with 20 g. of t-butyl azidoformate. A solution of 22.4 g. of sodium hydroxide in 80 ml. of water was added dropwise with stirring over 45 minutes while controlling the temperature below 10° C. The mixture was allowed to warm to room temperature with stirring over a 60 minute period after the addition during which time a little more sodium hydroxide solution and N-methyl hydroxylamine were added. The solution was extracted with 2 × 50 ml. of ether, and the extracts were discarded. The aqueous phase, with cooling, was adjusted to pH 3.5 with 6 N hydrochloric acid, and extracted with 5 × 60 ml. of ether. The combined ether extracts were dried over magnesium sulfate and evaporated to 16 g. of oily N-t-butoxycarbonyl-N-methyl hydroxylamine.

後処理

  1. additiontreated with 20 g
  2. customthe temperature below 10° C
  3. stirringwith stirring over a 60 minute period
  4. additionwere added
  5. extractionThe solution was extracted with 2 × 50 ml
  6. temperatureThe aqueous phase, with cooling
  7. extractionextracted with 5 × 60 ml
  8. dry with materialThe combined ether extracts were dried over magnesium sulfate
  9. customevaporated to 16 g

出典と根拠

ORDレコード
ord-5342cd172e6b4486a519f99d30ff0ec0
出典データセット
uspto-grants-1978_05
特許番号
US04091105

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