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

HRID 2040331ノート

反応式

HRID 2040331 の反応式
[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

参加物

6

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 1140Toluene溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-b8a2849bc79f404b9383e4dd09331e8c
出典データセット
uspto-grants-2013_11
特許番号
US08580794B2

反応ノート

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