Ammonia → tert-Butyl (aminooxy)acetate

HRID 328450노트

반응식

HRID 328450 반응식
[C:1]([O:5][C:6]([CH2:8][O:9][N:10]1C(=O)C2=CC=CC=C2C1=O)=[O:7])([CH3:4])([CH3:3])[CH3:2].O.NN.N.CCOCC>C(Cl)Cl.CO>[C:1]([O:5][C:6]([CH2:8][O:9][NH2:10])=[O:7])([CH3:4])([CH3:3])[CH3:2]

참가 물질

7

반응물 4

HCID 222AmmoniaHCID 3283Diethyl EtherHCID 24654Hydrazine hydrate (1:1)HCID 12919120Tert-butyl 2-(1,3-dioxoisoindolin-2-yloxy)acetate

생성물 1

HCID 12919121tert-Butyl (aminooxy)acetate

시약·촉매·용매 2

HCID 887Methanol용매HCID 6344Dichloromethane용매

실험 절차

A solution of N-t-butoxycarbonylmethoxyphthalimide (21g) in methylene chloride (250ml) was treated with 100% hydrazine hydrate (7.6ml) in methanol (15ml), and the mixture was stirred for 1.5 hr. 5N-Ammonia solution was added to dissolve the precipitated solid. The organic layer was separated, and the aqueous layer was further extracted with methylene chloride. The combined extracts were washed with water, dried, and evaporated to give a pale-yellow solid. To this was added ether, the mixture was filtered, and the filtrate evaporated to give t-butoxycarbonylmethoxyamine as a pale yellow liquid, (8.88g, 80%); νmax. (Nujol) includes 3330, 3260 cm.-1 (NH2), 1742 cm.-1 (-COOBut); τ values (DMSO-d6) are 3.75 (-NH2), 5.96 (CH2) 8.55 (But).

후처리

  1. dissolutionto dissolve the precipitated solid
  2. customThe organic layer was separated
  3. extractionthe aqueous layer was further extracted with methylene chloride
  4. washThe combined extracts were washed with water
  5. customdried
  6. customevaporated
  7. customto give a pale-yellow solid
  8. filtrationthe mixture was filtered
  9. customthe filtrate evaporated

출처 및 근거

ORD 기록
ord-95b5638c268f48f3bfc69b454ad43d29
출처 데이터셋
uspto-grants-1977_04
특허 번호
US04017515

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