Phosgene → HCID 15042235, 화합물

HRID 974544노트

반응식

HRID 974544 반응식
[C:1]([Cl:4])(Cl)=[O:2].C(=O)([O-])[O-].[K+].[K+].C1(C(C2C=CC=CC=2)[N:18]2[CH2:21][CH:20]([O:22][C:23]3[CH:28]=[CH:27][C:26]([Cl:29])=[C:25]([Cl:30])[CH:24]=3)[CH2:19]2)C=CC=CC=1>C(Cl)Cl>[Cl:30][C:25]1[CH:24]=[C:23]([CH:28]=[CH:27][C:26]=1[Cl:29])[O:22][CH:20]1[CH2:19][N:18]([C:1]([Cl:4])=[O:2])[CH2:21]1

참가 물질

5

반응물 3

HCID 6371PhosgeneHCID 11430Potassium CarbonateHCID 150422273-(3,4-Dichlorophenoxy)-1-(diphenylmethyl)azetidine

생성물 1

HCID 15042235HCID 15042235, 화합물수율 70.1%

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

실험 절차

A solution of 14 g (0.144 mole) of phosgene in 200 ml of methylene chloride was treated with 19.9 g (0.144 mole) of anhydrous potassium carbonate and stirred for 1 hr, then 45.9 g (0.12 mole) of 1-diphenylmethyl-3-(3,4-dichlorophenoxy)azetidine in 100 ml of methylene chloride was added dropwise and stirring was continued for 72 hr. The reaction mixture was filtered to remove the inorganic salts and then concentrated in vacuo to a pale yellow oil (67 g). Trituration of the residue with cyclohexane yielded a crude pale yellow solid (23.6 g). The filtrate was treated with ligroin and upon standing, an additional 13.3 g of tacky material was obtained. After several recrystallizations from cyclohexane to remove traces of diphenylmethyl chloride a portion was obtained as fine white crystals, in 70.1% yield, m.p. 96°-99° C.

후처리

  1. stirringstirring
  2. waitwas continued for 72 hr
  3. filtrationThe reaction mixture was filtered
  4. customto remove the inorganic salts
  5. concentrationconcentrated in vacuo to a pale yellow oil (67 g)
  6. customTrituration of the residue with cyclohexane yielded a crude pale yellow solid (23.6 g)

출처 및 근거

ORD 기록
ord-df010341151945f088e8ddc5a415971c
출처 데이터셋
uspto-grants-1991_11
특허 번호
US05068231

반응 노트

불러오는 중…