1,8-Diazabicyclo(5.4.0)undec-7-ene → HCID 3356861, 화합물

HRID 2308573노트

반응식

HRID 2308573 반응식
[Cl:1][CH:2]([CH2:13]Cl)[C:3]([NH:5][C:6]1[CH:11]=[CH:10][C:9]([Cl:12])=[CH:8][CH:7]=1)=[O:4].N12CCCN=C1CCCCC2>C1(C)C=CC=CC=1.O>[Cl:1][C:2](=[CH2:13])[C:3]([NH:5][C:6]1[CH:11]=[CH:10][C:9]([Cl:12])=[CH:8][CH:7]=1)=[O:4]

참가 물질

5

반응물 2

HCID 811841,8-Diazabicyclo(5.4.0)undec-7-eneHCID 20187066HCID 20187066, 화합물

생성물 1

HCID 3356861HCID 3356861, 화합물수율 51.1%

시약·촉매·용매 2

HCID 962Water용매HCID 1140Toluene용매2회

실험 절차

To a stirred solution of 17.0 grams (0.067 mole) of 2,3-dichloro-N-(4-chlorophenyl)propanamide (Step A product) in 300 ml of toluene was added dropwise 11.3 grams (0.074 mole) of 1,8-diazabicyclo[5.4.0]-undec-7-ene in 100 ml of toluene. Upon completion of addition, the reaction mixture was stirred at ambient temperature for 60 hours. The reaction mixture was diluted with distilled water and transferred to a separatory funnel. The organic layer was separated and washed twice with water and twice with an aqueous solution saturated with sodium chloride. The organic layer was dried with magnesium sulfate and filtered. The filtrate was concentrated under reduced pressure to a residual solid. The solid was recrystallized from methylcyclohexane using silica gel as a decolorant to give 7.4 grams of 2-chloro-N-(4-chlorophenyl)-2-propenamide; mp 105°-106.5°.

후처리

  1. additionUpon completion of addition
  2. customtransferred to a separatory funnel
  3. customThe organic layer was separated
  4. washwashed twice with water and twice with an aqueous solution saturated with sodium chloride
  5. dry with materialThe organic layer was dried with magnesium sulfate
  6. filtrationfiltered
  7. concentrationThe filtrate was concentrated under reduced pressure to a residual solid
  8. customThe solid was recrystallized from methylcyclohexane

출처 및 근거

ORD 기록
ord-d78261b5db40403182ceb5a845cd94f3
출처 데이터셋
uspto-grants-1987_09
특허 번호
USH0000327

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