Triethylamine → 8-[3-Benzyloxy-N-(4-benzyloxyphenyl)-benzamido]-caprylic acid methyl ester

HRID 851669Notes

Reaction equation

HRID 851669 reaction equation
[CH3:1][O:2][C:3](=[O:26])[CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][NH:11][C:12]1[CH:17]=[CH:16][C:15]([O:18][CH2:19][C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)=[CH:14][CH:13]=1.[CH2:27]([O:34][C:35]1[CH:36]=[C:37]([CH:41]=[CH:42][CH:43]=1)[C:38](Cl)=[O:39])[C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1.C(N(CC)CC)C>CCOCC>[CH3:1][O:2][C:3](=[O:26])[CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][N:11]([C:12]1[CH:13]=[CH:14][C:15]([O:18][CH2:19][C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)=[CH:16][CH:17]=1)[C:38](=[O:39])[C:37]1[CH:41]=[CH:42][CH:43]=[C:35]([O:34][CH2:27][C:28]2[CH:29]=[CH:30][CH:31]=[CH:32][CH:33]=2)[CH:36]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 49953753-Benzyloxybenzoyl chlorideHCID 130258198-(4-Benzyloxyphenyl-amino)-caprylic acid methyl ester

Product 1

HCID 541564728-[3-Benzyloxy-N-(4-benzyloxyphenyl)-benzamido]-caprylic acid methyl ester

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

As described in example 3(b), the reaction is carried out with 4.7 g (13 mmol) of 8-(4-benzyloxyphenyl-amino)-caprylic acid methyl ester, 3.3 (13 mmol) of 3-benzyloxy- benzoic acid choride, 1.5 g (15 mmol) of triethylamine and 100 cc. of ether. Reaction time: 24 hours, reaction temperature: 25° C. The crude product is used in the next reaction step without further purification.

Workup

  1. customReaction time
  2. custom24 hours, reaction temperature
  3. custom25° C

Sources & evidence

ORD record
ord-6e1c5c8e7244480898a699c2aaf8a217
Source dataset
uspto-grants-1983_05
Patent number
US04386031

Reaction notes

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