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

HRID 371237ノート

反応式

HRID 371237 の反応式
[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

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-df717b1acbdb4e8a8f9e2f7cf469ac7f
出典データセット
uspto-grants-1985_07
特許番号
US04529802

反応ノート

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