Diethyl Ether → 1-Methyl-5,6,7,8-tetrahydroisoquinoline

HRID 1461796노트

반응식

HRID 1461796 반응식
[CH:1]1[C:10]2[CH2:9][CH2:8][CH2:7][CH2:6][C:5]=2[CH:4]=[CH:3][N:2]=1.[CH2:11](OCC)C>>[CH3:11][C:1]1[C:10]2[CH2:9][CH2:8][CH2:7][CH2:6][C:5]=2[CH:4]=[CH:3][N:2]=1

참가 물질

3

반응물 2

HCID 3283Diethyl Ether2회HCID 1190105,6,7,8-Tetrahydroisoquinoline

생성물 1

HCID 141753521-Methyl-5,6,7,8-tetrahydroisoquinoline

실험 절차

2.155 g (16.20 mmol) of 5,6,7,8-tetrahydroisoquinoline, 20 ml of diethylether, and 13 ml (19.50 mmol) of a 1.5 molar solution of methyllithium-lithium bromide complex in diethylether are reacted for approximately 16 hours at 45° C. The excess methyllithium is destroyed by cautious addition of water, and the crude product is obtained by chloroform extraction. Removal of the chloroform in vacuo gives the crude product which is purified by LPLC (methylene chloride-acetone, 4:1) to give 1.00 g of product. The product exhibits NMR peaks (CDCl3, δ) at 8.25, 6.85, 2.65, 2.5, and 1.80.

후처리

  1. customThe excess methyllithium is destroyed by cautious addition of water
  2. customthe crude product is obtained by chloroform extraction
  3. customRemoval of the chloroform in vacuo
  4. customgives the crude product which
  5. customis purified by LPLC (methylene chloride-acetone, 4:1)

출처 및 근거

ORD 기록
ord-043d5778631348a49095f0986298de70
출처 데이터셋
uspto-grants-1991_12
특허 번호
US05077407

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