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Thionyl Chloride → 3-t-Butylamino-2-hydroxypropyl 3,4-dibenzyloxybenzoate

HRID 615943
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인쇄 미리보기

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HRID 615943 반응식
[CH2:1]([O:8][C:9]1[CH:10]=[C:11]([CH:15]=[CH:16][C:17]=1[O:18][CH2:19][C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1)[C:12]([OH:14])=[O:13])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.S(Cl)(Cl)=O.[C:30]([NH:34][CH2:35][CH:36]([OH:39])[CH2:37]O)([CH3:33])([CH3:32])[CH3:31]>C1(C)C=CC=CC=1.C1COCC1.N1C=CC=CC=1>[CH2:1]([O:8][C:9]1[CH:10]=[C:11]([CH:15]=[CH:16][C:17]=1[O:18][CH2:19][C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1)[C:12]([O:14][CH2:37][CH:36]([OH:39])[CH2:35][NH:34][C:30]([CH3:33])([CH3:32])[CH3:31])=[O:13])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 3

HCID 24386Thionyl ChlorideHCID 908313-Tert-butylamino-1,2-propanediolHCID 108541553,4-Bis(benzyloxy)benzoic acid

생성물 1

HCID 204069453-t-Butylamino-2-hydroxypropyl 3,4-dibenzyloxybenzoate수율 107.9%

시약·촉매·용매 3

HCID 1049Pyridine용매HCID 1140
Toluene
용매
2회
HCID 8028Tetrahydrofuran용매

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온도
25 °C

실험 절차

To 20 g (0.06 mole) of the 3,4-dibenzyloxybenzoic acid in 200 ml of toluene was added 60 g (0.33 mole) of thionyl chloride. The reaction mixture was evaporated to dryness in vacuo to give a solid; m.p. 85°-86°. The solid was dissolved in 100 ml of dry THF and added dropwise into a solution of 17.7 g (0.06 mole) 3-(t-butylamino)-1,2-propanediol in 50 ml of pyridine and 50 ml of toluene. The reaction mixture was stirred for 1 hour at 25° C. and partitioned between ether and 5% K2CO3 solution. The ether layer was evaporated to dryness to give 30 g of solid.

후처리

  1. customThe reaction mixture was evaporated to dryness in vacuo
  2. customto give a solid
  3. custompartitioned between ether and 5% K2CO3 solution
  4. customThe ether layer was evaporated to dryness

출처 및 근거

ORD 기록
ord-8fccfbcbbc3e4ebbb6b3d2c81d71b5b7
출처 데이터셋
uspto-grants-1985_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04501912

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