Hydrochloric Acid → Methyl 4-(aminoacetyl)phenoxyacetate hydrochloride

HRID 2419381ノート

反応式

HRID 2419381 の反応式
[N:1]([CH2:4][C:5]([C:7]1[CH:18]=[CH:17][C:10]([O:11][CH2:12][C:13]([O:15][CH3:16])=[O:14])=[CH:9][CH:8]=1)=[O:6])=[N+]=[N-].C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.[ClH:38].CCOCC>O1CCCC1>[ClH:38].[NH2:1][CH2:4][C:5]([C:7]1[CH:8]=[CH:9][C:10]([O:11][CH2:12][C:13]([O:15][CH3:16])=[O:14])=[CH:17][CH:18]=1)=[O:6]

参加物

6

反応物 4

HCID 313Hydrochloric AcidHCID 3283Diethyl EtherHCID 11776TriphenylphosphineHCID 5155020Methyl [4-(azidoacetyl)phenoxy]acetate

生成物 1

HCID 20315552Methyl 4-(aminoacetyl)phenoxyacetate hydrochloride

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

反応条件

温度
40 °C

実験手順

Methyl 4-(azidoacetyl)phenoxyacetate (2.49g.) was added to a stirred solution of triphenylphosphine (2.62g.) in tetrahydrofuran (20ml.) maintained at 40° C. The solution gradually became orange during the addition of the azido compound and was further stirred at 40° C. for 15 minutes after the addition was complete. 1N-Hydrochloric acid (20ml.) was then added and the mixture stirred at 40° C. for 15 minutes. The mixture was cooled to room temperature and then ether (200ml.) was added. The ethereal layer was decanted off and the brown oily residue was dissolved in toluene (20ml.) and the solution obtained was evaporated in vacuo. The solid residue formed was then recrystallised twice from methanol to give methyl 4-(aminoacetyl)phenoxyacetate hydrochloride (0.7g.), m.p. 202°-204° C.

後処理

  1. additionafter the addition
  2. stirringthe mixture stirred at 40° C. for 15 minutes
  3. temperatureThe mixture was cooled to room temperature
  4. customThe ethereal layer was decanted off
  5. dissolutionthe brown oily residue was dissolved in toluene (20ml.)
  6. customthe solution obtained
  7. customwas evaporated in vacuo
  8. customThe solid residue formed
  9. customwas then recrystallised twice from methanol

出典と根拠

ORDレコード
ord-3604bc81c75d4d32b3530adfc8532c45
出典データセット
uspto-grants-1978_08
特許番号
US04105790

反応ノート

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