Methanol → 12-Aminododecanoic Acid

HRID 260938

반응식

HRID 260938 반응식
[O:1]=[CH:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][C:13](=[N:15]O)O.[H][H].C[OH:20]>[Pt]=O>[NH2:15][CH2:13][CH2:12][CH2:11][CH2:10][CH2:9][CH2:8][CH2:7][CH2:6][CH2:5][CH2:4][CH2:3][C:2]([OH:20])=[O:1]

참가 물질

5

반응물 3

HCID 887Methanol2회HCID 178418361HCID 178418361, 화합물HCID 178520596HCID 178520596, 화합물

생성물 1

HCID 6966112-Aminododecanoic Acid수율 92%

시약·촉매·용매 1

HCID 82844Platinum oxide (PtO)촉매

실험 절차

In a paar hydrogenation bottle was placed 0.92 g (4×10-3 mol) 12-oxododecanoic acid oxime, 10 mL methanol, and then 0.005 g (2.2×10-5 mol) platinum oxide (Adam's catalyst). The bottle was fitted to a paar high-pressure system, deaerated, deaerated, then filled with hydrogen gas to maintain a pressure of about 3 atm for 1.5 hours with continuous shaking. After hydrogenation, 10 mL of methanol was added to the reaction mixture, then heated to gentle boiling to dissolve the product. The hot mixture was quickly filtered to remove suspension of black platinum, after which the filtrate on evaporation gave 0.85 g (92% yield) 12-aminododecanoic acid. Recrystallization was effected with ethanol/water mixture (1:1) to give 0.80 g (87% yield) 12-aminododecanoic acid (m.p. 184°-186° C., Lit. 185°-187° C.).

후처리

  1. customThe bottle was fitted to a paar high-pressure system
  2. temperatureto maintain a pressure of about 3 atm for 1.5 hours with continuous shaking
  3. temperatureheated to gentle boiling
  4. dissolutionto dissolve the product
  5. filtrationThe hot mixture was quickly filtered
  6. customto remove
  7. additionsuspension of black platinum
  8. customafter which the filtrate on evaporation

출처 및 근거

ORD 기록
ord-e63459e9ae694a3aa7ff3b40e81946ec
출처 데이터셋
uspto-grants-1996_06
특허 번호
US05530148

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