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4-Chlorophenyl Isocyanate → HCID 131727719, 화합물

HRID 1432554
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HRID 1432554 반응식
[CH:1]1([C:10]([OH:12])=[O:11])[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[CH2:3][NH:2]1.[Cl:13][C:14]1[CH:19]=[CH:18][C:17]([N:20]=[C:21]=[O:22])=[CH:16][CH:15]=1>[OH-].[Na+].O1CCOCC1>[Cl:13][C:14]1[CH:19]=[CH:18][C:17]([NH:20][C:21]([C:1]2([C:10]([OH:12])=[O:11])[C:9]3[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=3)[CH2:3][NH:2]2)=[O:22])=[CH:16][CH:15]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 2

HCID 76934-Chlorophenyl IsocyanateHCID 133813692,3-Dihydro-1H-isoindole-1-carboxylic acid

생성물 1

HCID 131727719HCID 131727719, 화합물수율 76.2%

시약·촉매·용매 2

HCID 14798Sodium Hydroxide용매HCID 312751,4-Dioxane용매

실험 절차

To a solution of (D,L) 2,3-dihydro-1H-isoindole-1-carboxylic acid (372 mg, 2.28 mmol) in 3N aq. NaOH (10 mL), a solution of 4-chlorophenylisocyanate (530 mg, 3.66 mmol) in dioxane (6 mL) was added. The mixture was stirred at room temperature overnight. It was then washed with Et2O (2×). The aqueous layer was separated, acidified with 4N HCl to pH 1 to 2. The product was extracted with EtOAc. The EtOAc solution was dried over Na2SO4, concentrated in vacuo to give the titled compound as a solid (550 mg), which was sufficiently pure to be used in the next reaction. MS 317.0 and 319.0 (M+H, Cl pattern).

후처리

  1. washIt was then washed with Et2O (2×)
  2. customThe aqueous layer was separated
  3. extractionThe product was extracted with EtOAc
  4. dry with materialThe EtOAc solution was dried over Na2SO4
  5. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-178b675a2cc843fab29e70e6da723b47
출처 데이터셋
uspto-grants-2009_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07612089B2

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