N-Hydroxyphthalimide → 2-[(Cyclohex-2-en-1-yl)oxy]-1H-isoindole-1,3(2H)-dione

HRID 371237

반응식

HRID 371237 반응식
[OH:1][CH:2]1[CH2:7][CH2:6][CH2:5][CH:4]=[CH:3]1.O[N:9]1[C:13](=[O:14])[C:12]2=[CH:15][CH:16]=[CH:17][CH:18]=[C:11]2[C:10]1=[O:19].C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1>O1CCCC1>[CH:2]1([O:1][N:9]2[C:10](=[O:19])[C:11]3=[CH:18][CH:17]=[CH:16][CH:15]=[C:12]3[C:13]2=[O:14])[CH2:7][CH2:6][CH2:5][CH:4]=[CH:3]1

참가 물질

5

반응물 3

HCID 10665N-HydroxyphthalimideHCID 11776TriphenylphosphineHCID 131982-Cyclohexen-1-OL

생성물 1

HCID 135771062-[(Cyclohex-2-en-1-yl)oxy]-1H-isoindole-1,3(2H)-dione수율 65.6%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

A mixture of 3-hydroxycyclohexene (4.0 g), N-hydroxyphthalimide (6.7 g) and triphenyl phosphine (9.2 g) in tetrahydrofuran (200 ml) was stirred at room temperature. After the addition of diethyl azoformate (7.9 g), the resulting mixture was stirred for 20 hours at room temperature. The reaction mixture was evaporated and the residue was subjected to column chromatography on silica gel (80 g), using chloroform as an eluent. The fractions containing the objected compounds were combined and evaporated to give N-(2-cyclohexen-1-yl)oxyphthalimide (6.5 g).

후처리

  1. stirringthe resulting mixture was stirred for 20 hours at room temperature
  2. customThe reaction mixture was evaporated
  3. additionThe fractions containing the objected compounds
  4. customevaporated

출처 및 근거

ORD 기록
ord-df717b1acbdb4e8a8f9e2f7cf469ac7f
출처 데이터셋
uspto-grants-1985_07
특허 번호
US04529802

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