1,2,3,6-Tetrahydrophthalimide → 2-Octadecanoyl-3a,4,7,7a-tetrahydro-1H-isoindole-1,3(2H)-dione

HRID 1730626

반응식

HRID 1730626 반응식
[CH:1]12[C:9](=[O:10])[NH:8][C:7](=[O:11])[CH:2]1[CH2:3][CH:4]=[CH:5][CH2:6]2.C(N(CC)CC)C.[C:19](Cl)(=[O:37])[CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH3:36].Cl.C(N(CC)CC)C>CCC(Cl)Cl>[C:19]([N:8]1[C:7](=[O:11])[CH:2]2[CH2:3][CH:4]=[CH:5][CH2:6][CH:1]2[C:9]1=[O:10])(=[O:37])[CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH3:36]

참가 물질

6

반응물 4

HCID 68081,2,3,6-TetrahydrophthalimideHCID 8212Stearoyl chlorideHCID 8471TriethylamineHCID 11130Triethylamine hydrochloride

생성물 1

HCID 214959162-Octadecanoyl-3a,4,7,7a-tetrahydro-1H-isoindole-1,3(2H)-dione

시약·촉매·용매 1

HCID 65731,1-Dichloropropane용매2회

실험 절차

A solution of 4-cyclohexene-1,2-dicarboximide (151g) and triethylamine (300 mls) in dichloropropane (900 mls) was maintained at a temperature of 50° C during the addition thereto over a period of 10 minutes, with constant stirring, of a solution of stearoyl chloride (302.5g) in a dichloropropane (300 mls). The mixture was stirred at 50° C for a further period of 10 minutes during which time triethylamine hydrochloride precipitated out, and was then filtered hot. The filtered precipitate was then washed with small portions of hot dichloropropane and the washings were combined with the filtrate. The solvent from the combined washings and filtrate was then evaporated off in a rotary evaporator to yield solid N-stearoyl-4-cyclohexene-1,2-dicarboximide, which was recrystallised from 60° - 80° petroleum ether.

후처리

  1. customprecipitated out
  2. filtrationwas then filtered hot
  3. washThe filtered precipitate was then washed with small portions of hot dichloropropane
  4. customThe solvent from the combined washings and filtrate was then evaporated off in a rotary evaporator

출처 및 근거

ORD 기록
ord-50c53ed3456541ea802fb9d37c9a3ce0
출처 데이터셋
uspto-grants-1976_11
특허 번호
US03993640

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