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Ethyl Acetate → Phenylmethyl N-[3,5-difluoro-4-(4-morpholinyl)phenyl]carbamate

HRID 2294082
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HRID 2294082 반응식
[F:1][C:2]1[CH:3]=[C:4]([CH:6]=[C:7]([F:15])[C:8]=1[N:9]1[CH2:14][CH2:13][O:12][CH2:11][CH2:10]1)[NH2:5].C(=O)(O)[O-].[Na+].Cl[C:22]([O:24][CH2:25][C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1)=[O:23].C(OCC)(=O)C>CC(C)=O.O.[Cl-].[Na+].O>[C:22]([NH:5][C:4]1[CH:3]=[C:2]([F:1])[C:8]([N:9]2[CH2:14][CH2:13][O:12][CH2:11][CH2:10]2)=[C:7]([F:15])[CH:6]=1)([O:24][CH2:25][C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1)=[O:23]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 4

HCID 8857Ethyl AcetateHCID 10387Benzyl chloroformateHCID 516892Sodium BicarbonateHCID 218781683,5-Difluoro-4-(morpholin-4-yl)aniline

생성물 1

HCID 129071887Phenylmethyl N-[3,5-difluoro-4-(4-morpholinyl)phenyl]carbamate

시약·촉매·용매 2

HCID 18366337
Propan-2-one--water (1/1)
용매
HCID 57417360Sodium chloride; water용매

실험 절차

To a solution of 0.518 g of 3,5-difluoro-4-morpholinyl-aniline and 0.432 g of sodium bicarbonate in 20 mL of acetone:water (2:1 v/v) at 0° C. was added 0.36 mL of benzyl chloroformate over 2 minutes. After 5.5 hours, the mixture was allowed to warm to ambient temperature and after an additional 2.6 hours, the mixture was added to 25 mL of ethyl acetate and 20 mL of brine. The aqueous layer was extracted with 3×25 ml of ethyl acetate and the combined organic layers were dried (MgSO4), and concentrated in vacuo to give a solid, mp=131°-133° C.

후처리

  1. extractionThe aqueous layer was extracted with 3×25 ml of ethyl acetate
  2. dry with materialthe combined organic layers were dried (MgSO4)
  3. concentrationconcentrated in vacuo
  4. customto give a solid, mp=131°-133° C.

출처 및 근거

ORD 기록
ord-d088bffdfe7141dd9bffd6d7b13dd724
출처 데이터셋
uspto-grants-1997_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05688792

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