Phosgene → 8-(Benzyloxymethyl)-1-oxa-3-azaspiro[4.5]decan-2-one

HRID 2040331노트

반응식

HRID 2040331 반응식
[NH2:1][CH2:2][C:3]1([OH:18])[CH2:8][CH2:7][CH:6]([CH2:9][O:10][CH2:11][C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[CH2:5][CH2:4]1.[OH-].[K+].[C:21](Cl)(Cl)=[O:22]>C1(C)C=CC=CC=1.O>[CH2:11]([O:10][CH2:9][CH:6]1[CH2:5][CH2:4][C:3]2([O:18][C:21](=[O:22])[NH:1][CH2:2]2)[CH2:8][CH2:7]1)[C:12]1[CH:13]=[CH:14][CH:15]=[CH:16][CH:17]=1

참가 물질

6

반응물 3

HCID 6371PhosgeneHCID 14797Potassium HydroxideHCID 589236101-(Aminomethyl)-4-(benzyloxymethyl)cyclohexanol

생성물 1

HCID 671267508-(Benzyloxymethyl)-1-oxa-3-azaspiro[4.5]decan-2-one

시약·촉매·용매 2

HCID 962Water용매HCID 1140Toluene용매

실험 절차

A mixture of EXAMPLE 385A (475 mg) and potassium hydroxide (641 mg) in toluene (10 mL) and water (25 mL) was cooled in an ice bath and phosgene (20% in toluene, 2.178 mL) was added dropwise maintaining the temperature below 3° C. The reaction was stirred rapidly at ambient temperature for 3 hours while warming to ambient temperature. The reaction mixture was partitioned between brine (100 mL) and ethyl acetate (100 mL). The organics were dried over sodium sulfate, filtered, and concentrated to provide the title compound.

후처리

  1. temperaturemaintaining the temperature below 3° C
  2. temperaturewhile warming to ambient temperature
  3. customThe reaction mixture was partitioned between brine (100 mL) and ethyl acetate (100 mL)
  4. dry with materialThe organics were dried over sodium sulfate
  5. filtrationfiltered
  6. concentrationconcentrated

출처 및 근거

ORD 기록
ord-b8a2849bc79f404b9383e4dd09331e8c
출처 데이터셋
uspto-grants-2013_11
특허 번호
US08580794B2

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